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Grignard and Organozinc Reagents - Sigma-Aldrich

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<strong>Grignard</strong> <strong>and</strong><br />

<strong>Organozinc</strong> <strong>Reagents</strong><br />

sigma-aldrich.com<br />

Product Directory<br />

2-Pyridylzinc bromide: a shelf-stable 2-pyridyl<br />

anion equivalent; an important motif in many<br />

pharmacologically active molecules.<br />

2007<br />

VOLUME 7<br />

NUMBER 4<br />

rieke ® highly<br />

reactive metals<br />

grignard reagents<br />

organozinc halides<br />

dialkylmagnesium<br />

<strong>and</strong> dialkyzinc<br />

reagents


Introduction<br />

s i g m a - a l d r i c h . c o m<br />

Table of Contents<br />

<strong>Sigma</strong>-<strong>Aldrich</strong> is committed to providing the most extensive portfolio of high-quality <strong>Grignard</strong>, organozinc, <strong>and</strong> other organometallic reagents,<br />

<strong>and</strong> we continually exp<strong>and</strong> our product listing. Within each section of this directory, products are listed by increasing carbon content.<br />

Rieke ® Highly Reactive Metals<br />

<strong>Grignard</strong> <strong>Reagents</strong><br />

Alkyl Alkenyl Alkynyl Aryl Heteroaryl<br />

<strong>Organozinc</strong> Halides<br />

Alkyl Alkenyl Aryl Heteroaryl<br />

Dialkylmagnesium <strong>and</strong> Dialkylzinc <strong>Reagents</strong><br />

If you are unable to find a reagent for your research “Please Bother Us” at<br />

nwallock@sial.com, or contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover).<br />

Foreword<br />

Reuben D. Rieke<br />

President <strong>and</strong> CEO, Rieke Metals, Inc.<br />

Professor Emeritus, University of Nebraska<br />

Lincoln, NE<br />

In the last 35 years, considerable research has been done in the area of generating reactive metals that can be used to synthesize novel<br />

organometallic reagents. In 1972, we reported a general approach for preparing highly reactive metal powders, relying on the reduction of<br />

metal salts with alkali metals in ethereal or hydrocarbon solvents. These useful metal powders were eventually named “Rieke metals” <strong>and</strong><br />

they have greatly exp<strong>and</strong>ed the number of organometallic reagents that can be made.<br />

<strong>Grignard</strong> reagents are some of the most widely employed organometallic reagents <strong>and</strong> a wealth of information is known about their<br />

reactivity. Although the formation of these reagents is commonly thought to be completely general, there are many organic halides that do<br />

not react with ordinary magnesium turnings. The use of Rieke ® Magnesium dramatically increases the range of <strong>Grignard</strong> reagents that are<br />

possible by allowing reactions at lower temperatures <strong>and</strong> thus avoiding decomposition <strong>and</strong> side reactions. Rieke ® Magnesium, as well as an<br />

abundant portfolio of pre-formed <strong>Grignard</strong> reagents, are conveniently available through <strong>Sigma</strong>-<strong>Aldrich</strong>.<br />

Prior to the discovery of Rieke ® Zinc, it was not possible to react alkyl, aryl, <strong>and</strong> vinyl bromides or chlorides directly with zinc metal. The<br />

preparation of these reagents was only possible by a metathesis reaction of a zinc halide with an organolithium or <strong>Grignard</strong> reagent.<br />

Unfortunately, this approach was of limited utility since the process was not compatible with many types of functional groups. Rieke ® Zinc,<br />

on the other h<strong>and</strong>, will react directly with the bromides or chlorides <strong>and</strong> will tolerate a variety of sensitive groups such as nitriles, esters,<br />

amides, ethers, sulfides, <strong>and</strong> ketones to give functionalized organozinc reagents. <strong>Organozinc</strong> reagents are powerful C–C bond-forming tools,<br />

participating in Cu(I)-promoted reactions (developed at Rieke Metals, Inc.) or in Pd-catalyzed cross-coupling reactions, i.e. the Negishi coupling.<br />

<strong>Sigma</strong>-<strong>Aldrich</strong> offers Rieke ® Zinc, as well as numerous pre-formed Rieke ® organozinc reagents for use in these <strong>and</strong> other important reactions.<br />

O R<br />

O<br />

R' R<br />

O<br />

R' R<br />

or<br />

OH<br />

R' R<br />

R<br />

O<br />

O<br />

R'CN<br />

R' Y<br />

CuX<br />

O<br />

ROH<br />

R' R"<br />

OH<br />

R' R"<br />

R<br />

O2<br />

R<br />

O<br />

CO2<br />

RCO2H<br />

R'<br />

RMgX R' MgX<br />

R'X<br />

R R'<br />

OH<br />

R3SnCl '<br />

R3Sn ' R<br />

Br<br />

R<br />

X<br />

R<br />

X<br />

R<br />

If viewing the electronic version simply select<br />

a category to jump to that section or activate<br />

your Adobe Bookmarks. You may also search<br />

by name, product number, molecular formula,<br />

or CAS registry number simply by using the<br />

“find” feature in Adobe (Ctrl+F in Windows or<br />

Comm<strong>and</strong>+F in a Mac environment).<br />

Br<br />

CuX<br />

R<br />

X<br />

X<br />

CuX<br />

CuX<br />

RZnX<br />

O<br />

Ar R<br />

O<br />

Ar Cl<br />

O<br />

CuX<br />

Ar X<br />

[Pd]<br />

Ar R<br />

R'<br />

CuX<br />

R<br />

O<br />

R'


Rieke ® Highly Reactive Metals<br />

Reactive Rieke ® Mg metal R<br />

Mg<br />

MW: 24.31<br />

Mg*<br />

[7439-95-4]<br />

2.5 g/dL suspension in tetrahydrofuran: 499579<br />

<strong>Grignard</strong> <strong>Reagents</strong><br />

Alkyl<br />

Methylmagnesium chloride solution<br />

CH3ClMg MW: 74.79<br />

H3C MgCl<br />

[676-58-4]<br />

3.0 M in tetrahydrofuran: 189901, 57095<br />

Methylmagnesium bromide solution<br />

CH3BrMg MW: 119.24<br />

H3C MgBr<br />

[75-16-1]<br />

1.0 M in butyl ether: 0 4 0<br />

3.0 M in diethyl ether: 189898, 57087<br />

1.4 M in toluene/tetrahydrofuran<br />

(75:25): 8 5<br />

Methylmagnesium iodide solution<br />

CH3IMg MW: 166.24<br />

H3C MgI<br />

[917-64-6]<br />

3.0 M in diethyl ether: 54 6 , 57109<br />

Methyl-d -magnesium iodide solution<br />

CD3IMg MW: 169.26<br />

D3C MgI<br />

[41251-37-0]<br />

1.0 M in diethyl ether: 9 091<br />

Ethylmagnesium chloride solution<br />

C2H5ClMg MW: 88.82<br />

H3C MgCl<br />

[2386-64-3]<br />

2.0 M in diethyl ether: 00 0<br />

2.0 M in tetrahydrofuran: 0 8 8<br />

Ethylmagnesium bromide solution<br />

C2H5BrMg MW: 133.27<br />

H3C MgBr<br />

[925-90-6]<br />

3.0 M in diethyl ether: 189871, 56978<br />

1.0 M in tert-butyl methyl ether: 45105<br />

1.0 M in tetrahydrofuran: 64665, 6467<br />

Propylmagnesium chloride solution<br />

C3H7ClMg MW: 102.85<br />

H3C MgCl<br />

[2234-82-4]<br />

2.0 M in diethyl ether: 4 91<br />

Isopropylmagnesium chloride solution<br />

C3H7ClMg MW: 102.85<br />

H3C MgCl<br />

[1068-55-9]<br />

H3C 2.0 M in diethyl ether: 4 8 , 570 8<br />

2.0 M in tetrahydrofuran: 0111, 570 6<br />

Reactive Rieke ® Zn metal R<br />

Zn<br />

MW: 65.39<br />

Zn*<br />

[7440-66-6]<br />

5 g/dL suspension in tetrahydrofuran: 49955<br />

Isopropylmagnesium chloride<br />

lithium chloride complex solution<br />

8<br />

C3H7Cl2LiMg MW: 145.24<br />

CH3 ·LiCl<br />

[807329-97-1]<br />

H3C MgCl<br />

1.0 M in tetrahydrofuran: 656984<br />

Cyclopropylmagnesium<br />

bromide solution<br />

C 3H 5BrMg<br />

MW: 145.28<br />

[23719-80-4]<br />

0.5 M in tetrahydrofuran: 5 6797<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

MgBr<br />

Allylmagnesium chloride solution<br />

C3H5ClMg MW: 100.83<br />

MgCl<br />

[2622-05-1]<br />

2.0 M in tetrahydrofuran: 5908, 56617<br />

Allylmagnesium bromide solution<br />

C3H5BrMg MW: 145.28<br />

MgBr<br />

[1730-25-2]<br />

1.0 M in diethyl ether: 5754, 56609<br />

Butylmagnesium chloride solution<br />

C4H9ClMg MW: 116.87<br />

[693-04-9]<br />

CH3 MgCl<br />

1.45 M in butyl diglyme: 5 99<br />

2.0 M in diethyl ether: 4 75<br />

2.0 M in tetrahydrofuran: 91005<br />

Isobutylmagnesium chloride solution<br />

C4H9ClMg CH3 MW: 116.87<br />

MgCl<br />

H3C [5674-02-2]<br />

2.0 M in diethyl ether: 5746<br />

2.0 M in tetrahydrofuran: 47968<br />

Isobutylmagnesium bromide solution<br />

C4H9BrMg CH3<br />

MW: 161.32<br />

MgBr<br />

H3C [926-62-5]<br />

2.0 M in diethyl ether: 8 57<br />

sec-Butylmagnesium chloride solution<br />

C4H9ClMg MW: 116.87<br />

[15366-08-2]<br />

H3C CH3 MgCl<br />

2.0 M in diethyl ether: 44 1<br />

tert-Butylmagnesium chloride solution<br />

C4H9ClMg MW: 116.87<br />

H3C H3C MgCl<br />

[677-22-5]<br />

H3C 2.0 M in diethyl ether: 4499<br />

1.0 M in tetrahydrofuran: 64649, 64657<br />

1-Methyl- -propenylmagnesium<br />

chloride solution<br />

C4H7ClMg MgCl<br />

MW: 114.86<br />

CH3<br />

[21969-32-4]<br />

0.5 M in tetrahydrofuran: 4 004<br />

-Methylallylmagnesium<br />

chloride solution<br />

C 4H 7ClMg<br />

MW: 114.86<br />

[5674-01-1]<br />

CH 3<br />

0.5 M in tetrahydrofuran: 4195<br />

MgCl<br />

-Butenylmagnesium chloride solution<br />

C4H7ClMg MW: 114.86<br />

H3C MgCl<br />

[22649-70-3]<br />

0.5 M in tetrahydrofuran: 41958<br />

-Butenylmagnesium bromide solution<br />

C4H7BrMg MW: 159.31<br />

MgBr<br />

[7103-09-5]<br />

0.5 M in tetrahydrofuran: 419591<br />

(Trimethylsilyl)methylmagnesium<br />

chloride solution<br />

C 4H 11ClMgSi<br />

MW: 146.97<br />

[13170-43-9]<br />

H3C H3C 1.0 M in diethyl ether: 560 1<br />

Si<br />

CH 3<br />

MgCl<br />

(1, -Dioxolan- -ylmethyl)magnesium<br />

bromide solution<br />

C4H7BrMgO2 MW: 191.31<br />

O<br />

[180675-22-3]<br />

O MgBr<br />

0.5 M in tetrahydrofuran: 47 611<br />

Pentylmagnesium chloride solution<br />

C5H11ClMg MW: 130.90<br />

MgCl<br />

CH3<br />

[6393-56-2]<br />

2.0 M in tetrahydrofuran: 4690<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

Rieke ® Highly<br />

Reactive Metals


4<br />

<strong>Grignard</strong> <strong>Reagents</strong><br />

s i g m a - a l d r i c h . c o m<br />

Pentylmagnesium bromide solution<br />

C5H11BrMg MW: 175.35<br />

MgBr<br />

H3C [693-25-4]<br />

2.0 M in diethyl ether: 90998<br />

Pentamethylenebis-<br />

(magnesium bromide) solution<br />

C5H10Br2Mg2 MW: 278.55<br />

BrMg<br />

[23708-48-7]<br />

0.5 M in tetrahydrofuran: 10018<br />

1,1-Dimethylpropylmagnesium<br />

chloride solution<br />

C5H11ClMg MW: 130.90<br />

H3C<br />

H3C CH3<br />

[28276-08-6]<br />

1.0 M in diethyl ether: 77 8<br />

MgCl<br />

MgBr<br />

, -Dimethylpropylmagnesium<br />

chloride solution R<br />

C5H11ClMg MW: 130.90<br />

[13132-23-5]<br />

H3C H3C<br />

MgCl<br />

CH3 1.0 M in diethyl ether: 550 1<br />

Cyclopentylmagnesium<br />

chloride solution<br />

C 5H 9ClMg<br />

MW: 128.88<br />

[32916-51-1]<br />

2.0 M in diethyl ether: 4405<br />

Cyclopentylmagnesium<br />

bromide solution<br />

C 5H 9BrMg<br />

MW: 173.33<br />

[33240-34-5]<br />

2.0 M in diethyl ether: 4 8 7<br />

MgCl<br />

MgBr<br />

Hexylmagnesium chloride solution<br />

C6H13ClMg MW: 144.93<br />

[44767-62-6]<br />

H3C MgCl<br />

2.0 M in tetrahydrofuran: 6416 6<br />

Hexylmagnesium bromide solution<br />

C6H13BrMg MW: 189.38<br />

H3C MgBr<br />

[3761-92-0]<br />

2.0 M in diethyl ether: 550 5<br />

Cyclohexylmagnesium chloride solution<br />

C6H11ClMg MgCl<br />

MW: 142.91<br />

[931-51-1]<br />

2.0 M in diethyl ether: 441 , 5669<br />

(1, -Dioxan- -ylethyl)magnesium<br />

bromide solution R<br />

C6H11BrMgO2 MW: 219.36<br />

O<br />

[480438-44-6]<br />

O MgBr<br />

0.5 M in tetrahydrofuran: 561657<br />

Heptylmagnesium bromide solution<br />

C7H15BrMg MW: 203.40<br />

MgBr<br />

H3C [13125-66-1]<br />

1.0 M in diethyl ether: 550655<br />

Benzylmagnesium chloride solution<br />

C7H7ClMg MW: 150.89<br />

MgCl<br />

[6921-34-2]<br />

1.0 M in diethyl ether: 0 759<br />

2.0 M in tetrahydrofuran: 5916<br />

-Bromobenzylmagnesium<br />

bromide solution R<br />

C7H6Br2Mg MgBr<br />

MW: 274.24<br />

[56812-60-3]<br />

Br<br />

0.25 M in diethyl ether: 56 149<br />

-Bromobenzylmagnesium<br />

bromide solution R<br />

C7H6Br2Mg MgBr<br />

MW: 274.24<br />

[107549-22-4]<br />

Br<br />

0.25 M in diethyl ether: 56 1 0<br />

4-Fluorobenzylmagnesium<br />

chloride solution R<br />

C7H6ClFMg MW: 168.88<br />

MgCl<br />

[1643-73-8]<br />

F<br />

0.25 M in tetrahydrofuran: 56 9 7<br />

Octylmagnesium chloride solution<br />

C8H17ClMg MW: 172.98<br />

H3C [38841-98-4]<br />

2.0 M in tetrahydrofuran: 4566<br />

Octylmagnesium bromide solution<br />

C8H17BrMg MW: 217.43<br />

H3C [17049-49-9]<br />

2.0 M in diethyl ether: 4 6 91<br />

( -Ethylhexyl)magnesium<br />

bromide solution<br />

C8H17BrMg MW: 217.43<br />

[90224-21-8]<br />

1.0 M in diethyl ether: 6 0551<br />

H3C MgBr<br />

TO ORDER: Contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover),<br />

call 1-800- 5- 010 (USA), or visit sigma-aldrich.com/chemicalsynthesis.<br />

CH3<br />

MgCl<br />

MgBr<br />

Phenethylmagnesium chloride solution<br />

C8H9ClMg MgCl<br />

MW: 164.92<br />

[90878-19-6]<br />

1.0 M in tetrahydrofuran: 4 4684<br />

-Methylbenzylmagnesium<br />

chloride solution R<br />

C8H9ClMg MgCl<br />

MW: 164.92<br />

[29875-05-6]<br />

CH3 0.25 M in tetrahydrofuran: 56 17<br />

-Methylbenzylmagnesium<br />

chloride solution R<br />

C8H9ClMg MgCl<br />

MW: 164.92<br />

[29875-06-7]<br />

CH3 0.5 M in tetrahydrofuran: 56 157<br />

4-Methylbenzylmagnesium<br />

chloride solution R<br />

C8H9ClMg MgCl<br />

MW: 164.92<br />

[29875-07-8]<br />

H3C 0.5 M in tetrahydrofuran: 56 77<br />

-Methoxybenzylmagnesium<br />

chloride solution R<br />

C8H9ClMgO MgCl<br />

MW: 180.91<br />

OCH [480438-46-8]<br />

3<br />

0.25 M in tetrahydrofuran: 56 09<br />

-Methoxybenzylmagnesium<br />

chloride solution R<br />

C8H9ClMgO MgCl<br />

MW: 180.91<br />

[26905-40-8]<br />

OCH3<br />

0.25 M in tetrahydrofuran: 56 084<br />

4-Methoxybenzylmagnesium<br />

chloride solution R<br />

C8H9ClMgO MgCl<br />

MW: 180.91<br />

H3CO<br />

[38769-92-5]<br />

0.25 M in tetrahydrofuran: 56 0<br />

4-(Trifluoromethoxy)benzylmagnesium<br />

bromide solution<br />

8<br />

C8H6BrF3MgO MW: 279.34<br />

MgBr<br />

F 3CO<br />

1.0 M in diethyl ether: 66 8<br />

Nonylmagnesium bromide solution<br />

C9H19BrMg MW: 231.46<br />

H3C [39691-62-8]<br />

1.0 M in diethyl ether: 55066<br />

MgBr<br />

4-Methoxyphenethylmagnesium<br />

chloride solution R<br />

C9H11ClMgO MW: 194.94<br />

MgCl<br />

[211115-05-8]<br />

H3CO 0.5 M in tetrahydrofuran: 56 0<br />

,5-Dimethoxybenzylmagnesium<br />

chloride solution R<br />

C9H11ClMgO2 MW: 210.94<br />

[135808-66-1]<br />

H3CO MgCl<br />

OCH 3<br />

0.2 M in tetrahydrofuran: 56 811


Decylmagnesium bromide solution<br />

C10H21BrMg MW: 245.48 CH3<br />

[17049-50-2]<br />

1.0 M in diethyl ether: 47108<br />

,7-Dimethyloctylmagnesium<br />

bromide solution<br />

C10H21BrMg CH3<br />

MW: 245.48<br />

[114499-45-5]<br />

1.0 M in diethyl ether: 6 796<br />

Alkenyl<br />

Alkynyl<br />

CH 3<br />

H3C MgBr<br />

-Methyl- -phenylpropylmagnesium<br />

chloride solution<br />

C 10H 13ClMg<br />

MW: 192.97<br />

[35293-35-7]<br />

0.5 M in diethyl ether: 4 0 04<br />

H3C CH3<br />

MgCl<br />

Vinylmagnesium chloride solution<br />

C2H3ClMg MW: 86.80<br />

MgCl<br />

[3536-96-7]<br />

1.6 M in tetrahydrofuran: 47655<br />

Vinylmagnesium bromide solution<br />

C2H3BrMg MW: 131.25<br />

MgBr<br />

[1826-67-1]<br />

1.0 M in tetrahydrofuran: 5584, 57 57<br />

MgBr<br />

Ethynylmagnesium chloride solution<br />

C2HClMg MW: 84.79<br />

MgCl<br />

[65032-27-1]<br />

0.5 M in tetrahydrofuran: 46160<br />

Ethynylmagnesium bromide solution<br />

C2HBrMg MW: 129.24<br />

MgBr<br />

[4301-14-8]<br />

0.5 M in tetrahydrofuran: 4615<br />

( -Naphthalenylmethyl)magnesium<br />

bromide solution<br />

C11H9BrMg MW: 245.40<br />

MgBr<br />

[127543-80-0]<br />

0.25 M in diethyl ether: 66 891<br />

Dodecylmagnesium bromide solution<br />

C12H25BrMg MW: 273.54 H3C [15890-72-9]<br />

1.0 M in diethyl ether: 96 8<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

MgBr<br />

Tetradecylmagnesium chloride solution<br />

C 14H 29ClMg<br />

MW: 257.14 H3C MgCl<br />

[110220-87-6]<br />

1.0 M in tetrahydrofuran: 7781<br />

1-Propenylmagnesium bromide solution<br />

C3H5BrMg MW: 145.28<br />

H3C MgBr<br />

[14092-04-7]<br />

0.5 M in tetrahydrofuran: 419540<br />

Isopropenylmagnesium<br />

bromide solution<br />

C 3H 5BrMg<br />

MW: 145.28<br />

[13291-18-4]<br />

CH 3<br />

0.5 M in tetrahydrofuran: 419567<br />

MgBr<br />

1-Propynylmagnesium bromide solution<br />

C3H3BrMg MW: 143.26<br />

[16466-97-0]<br />

H3C MgBr<br />

0.5 M in tetrahydrofuran: 4 9007<br />

Pentadecylmagnesium<br />

bromide solution<br />

C15H31BrMg MW: 315.62 H3C [78887-70-4]<br />

0.5 M in diethyl ether: 4 4056<br />

MgBr<br />

Octadecylmagnesium chloride solution<br />

C 18H 37ClMg<br />

MW: 313.24 H3C MgCl<br />

[116980-66-6]<br />

0.5 M in tetrahydrofuran: 94 6<br />

1-Methyl-1-propenylmagnesium<br />

bromide solution<br />

C4H7BrMg CH3 MW: 159.31<br />

H3C MgBr<br />

[85676-85-3]<br />

0.5 M in tetrahydrofuran: 419605<br />

-Methyl-1-propenylmagnesium<br />

bromide solution<br />

C4H7BrMg MW: 159.31<br />

H3C<br />

MgBr<br />

[38614-36-7]<br />

CH3 0.5 M in tetrahydrofuran: 41961<br />

Phenylethynylmagnesium<br />

bromide solution<br />

C 8H 5BrMg<br />

MW: 205.33<br />

[6738-06-3]<br />

1.0 M in tetrahydrofuran: 57510<br />

MgBr<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

5<br />

<strong>Grignard</strong> <strong>Reagents</strong>


6<br />

<strong>Grignard</strong> <strong>Reagents</strong><br />

s i g m a - a l d r i c h . c o m<br />

Aryl<br />

Phenylmagnesium chloride solution<br />

C6H5ClMg MgCl<br />

MW: 136.86<br />

[100-59-4]<br />

2.0 M in tetrahydrofuran: 4448, 571 5<br />

Phenylmagnesium bromide solution<br />

C6H5BrMg MgBr<br />

MW: 181.31<br />

[100-58-3]<br />

3.0 M in diethyl ether: 171565, 57117<br />

1.0 M in tetrahydrofuran: 1 76<br />

-Chlorophenylmagnesium<br />

bromide solution R<br />

C MgBr<br />

6H4BrClMg MW: 215.76<br />

[36229-42-2]<br />

Cl<br />

0.5 M in tetrahydrofuran: 56 7<br />

4-Chlorophenylmagnesium<br />

bromide solution<br />

C6H4BrClMg MW: 215.76<br />

[873-77-8]<br />

Cl<br />

1.0 M in diethyl ether: 6 188<br />

MgBr<br />

,4-Dichlorophenylmagnesium<br />

bromide solution R<br />

C6H3BrCl2Mg MgBr<br />

MW: 250.20<br />

Cl<br />

[79175-35-2]<br />

0.5 M in tetrahydrofuran: 56 70<br />

,5-Dichlorophenylmagnesium<br />

bromide solution R<br />

C6H3BrCl2Mg MW: 250.20<br />

[82297-90-3]<br />

Cl MgBr<br />

0.5 M in tetrahydrofuran: 56 89<br />

-Chloro-4-fluorophenylmagnesium<br />

bromide solution R<br />

C6H3BrClFMg MgBr<br />

MW: 233.75<br />

F<br />

[413589-34-1]<br />

0.5 M in tetrahydrofuran: 56 676<br />

-Chloro-5-fluorophenylmagnesium<br />

bromide solution<br />

C6H3BrClFMg F<br />

MW: 233.75<br />

[480438-50-4]<br />

0.5 M in tetrahydrofuran: 56 90<br />

Cl<br />

Cl<br />

Cl<br />

Cl<br />

MgBr<br />

4-Chloro- -fluorophenylmagnesium<br />

bromide solution R<br />

C6H3BrClFMg MgBr<br />

MW: 233.75<br />

Cl<br />

[170793-00-7]<br />

0.5 M in tetrahydrofuran: 56 54<br />

F<br />

-Fluorophenylmagnesium<br />

bromide solution R<br />

C6H4BrFMg MgBr<br />

MW: 199.30<br />

[17318-03-5]<br />

1.0 M in tetrahydrofuran: 550671<br />

0.5 M in tetrahydrofuran: 561665<br />

4-Fluorophenylmagnesium<br />

bromide solution<br />

C6H4BrFMg MW: 199.30<br />

[352-13-6]<br />

F<br />

2.0 M in diethyl ether: 45550<br />

1.0 M in tetrahydrofuran: 88 0<br />

TO ORDER: Contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover),<br />

call 1-800- 5- 010 (USA), or visit sigma-aldrich.com/chemicalsynthesis.<br />

F<br />

MgBr<br />

,4-Difluorophenylmagnesium<br />

bromide solution R<br />

C6H3BrF2Mg MgBr<br />

MW: 217.29<br />

F<br />

[90897-92-0]<br />

0.5 M in tetrahydrofuran: 5610 7<br />

,5-Difluorophenylmagnesium<br />

bromide solution R<br />

C6H3BrF2Mg MW: 217.29<br />

[62351-47-7]<br />

F MgBr<br />

0.5 M in tetrahydrofuran: 5610 9<br />

,4,5-Trifluorophenylmagnesium<br />

bromide solution R<br />

C6H2BrF3Mg F MgBr<br />

MW: 235.28<br />

[156006-28-9]<br />

F<br />

F<br />

0.3 M in tetrahydrofuran: 561797<br />

Pentafluorophenylmagnesium<br />

bromide solution<br />

C6BrF5Mg F<br />

MW: 271.27<br />

F<br />

[879-05-0]<br />

0.5 M in diethyl ether: 44 585<br />

F<br />

F<br />

F<br />

F<br />

MgBr<br />

o-Tolylmagnesium chloride solution<br />

C7H7ClMg MW: 150.89<br />

MgCl<br />

[33872-80-9]<br />

CH3 1.0 M in tetrahydrofuran: 600<br />

o-Tolylmagnesium bromide solution<br />

C7H7BrMg MgBr<br />

MW: 195.34<br />

[932-31-0]<br />

CH3<br />

2.0 M in diethyl ether: 98980<br />

m-Tolylmagnesium chloride solution<br />

C7H7ClMg MgCl<br />

MW: 150.89<br />

[121905-60-0]<br />

CH 3<br />

1.0 M in tetrahydrofuran: 405 99<br />

F<br />

p-Tolylmagnesium bromide solution<br />

C7H7BrMg MgBr<br />

MW: 195.34<br />

[4294-57-9]<br />

H3C 0.5 M in diethyl ether: 646075<br />

1.0 M in tetrahydrofuran: 44 178<br />

4-Chloro- -methylphenylmagnesium<br />

bromide solution R<br />

C7H6BrClMg MW: 229.78<br />

MgBr<br />

[480438-47-9]<br />

Cl CH3<br />

0.5 M in tetrahydrofuran: 56 6<br />

-Fluoro- -methylphenylmagnesium<br />

chloride solution R<br />

C7H6ClFMg MgCl<br />

MW: 168.88<br />

[480424-74-6]<br />

CH3<br />

0.5 M in tetrahydrofuran: 570818<br />

4-Fluoro- -methylphenylmagnesium<br />

bromide solution R<br />

C7H6BrFMg MW: 213.33<br />

MgBr<br />

[30897-90-6]<br />

F CH3 0.5 M in tetrahydrofuran: 5617 8<br />

5-Fluoro- -methylphenylmagnesium<br />

bromide solution R<br />

C7H6BrFMg MW: 213.33<br />

F MgBr<br />

[186496-59-3]<br />

CH3 0.5 M in tetrahydrofuran: 561746<br />

4-Fluoro- -methylphenylmagnesium<br />

bromide solution<br />

C7H6BrFMg MW: 213.33<br />

F<br />

[82297-89-0]<br />

1.0 M in tetrahydrofuran: 44605<br />

F<br />

CH 3<br />

MgBr<br />

-Fluoro-4-methylphenylmagnesium<br />

bromide solution R<br />

C7H6BrFMg MW: 213.33<br />

MgBr<br />

[185077-02-5]<br />

H3C F<br />

0.5 M in tetrahydrofuran: 561711<br />

-Methoxyphenylmagnesium<br />

bromide solution<br />

C7H7BrMgO MW: 211.34<br />

[16750-63-3]<br />

1.0 M in diethyl ether: 66 45<br />

1.0 M in tetrahydrofuran: 470414<br />

MgBr<br />

-Methoxyphenylmagnesium<br />

bromide solution<br />

C7H7BrMgO MW: 211.34<br />

[36282-40-3]<br />

OCH 3<br />

1.0 M in tetrahydrofuran: 44 194<br />

OCH 3<br />

MgBr


4-Methoxyphenylmagnesium<br />

bromide solution<br />

C7H7BrMgO MW: 211.34<br />

H3CO<br />

[13139-86-1]<br />

0.5 M in tetrahydrofuran: 470 60<br />

,4-(Methylenedioxy)phenylmagnesium<br />

bromide solution<br />

C7H5BrMgO2 BrMg<br />

MW: 225.32<br />

[17680-04-5]<br />

1.0 M in toluene/tetrahydrofuran<br />

(50:50): 51 9 1<br />

MgBr<br />

5-Fluoro- -methoxyphenylmagnesium<br />

bromide solution R<br />

C7H6BrFMgO MW: 229.33<br />

F MgBr<br />

[188132-02-7]<br />

OCH3<br />

0.5 M in tetrahydrofuran: 56198<br />

-Fluoro-4-methoxyphenylmagnesium<br />

bromide solution R<br />

C MgBr<br />

7H6BrFMgO MW: 229.33<br />

H3CO [112780-67-3]<br />

0.5 M in tetrahydrofuran: 56 706<br />

4-Thioanisolemagnesium<br />

bromide solution R<br />

C7H7BrMgS MgBr<br />

MW: 227.40<br />

H3CS<br />

[18620-04-7]<br />

0.5 M in tetrahydrofuran: 56176<br />

, -Dimethylphenylmagnesium<br />

bromide solution R<br />

C8H9BrMg MgBr<br />

MW: 209.37<br />

[134640-85-0]<br />

CH3 CH3 0.5 M in tetrahydrofuran: 56 757<br />

,4-Dimethylphenylmagnesium<br />

bromide solution R<br />

C8H9BrMg MW: 209.37<br />

MgBr<br />

[34589-46-3]<br />

H3C CH3 0.5 M in tetrahydrofuran: 56 041<br />

,5-Dimethylphenylmagnesium<br />

bromide solution R<br />

C8H9BrMg MW: 209.37<br />

H3C MgBr<br />

[30897-86-0]<br />

CH3 0.5 M in tetrahydrofuran: 56 765<br />

,6-Dimethylphenylmagnesium<br />

bromide solution<br />

C CH3<br />

8H9BrMg MgBr<br />

MW: 209.37<br />

[21450-64-6]<br />

1.0 M in tetrahydrofuran: 4 5508<br />

F<br />

CH3<br />

O<br />

O<br />

,4-Dimethylphenylmagnesium<br />

chloride solution R<br />

C MgCl<br />

8H9ClMg MW: 164.92<br />

H3C [102928-12-1]<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

CH 3<br />

0.5 M in tetrahydrofuran: 56 068<br />

,5-Dimethylphenylmagnesium<br />

bromide solution R<br />

C8H9BrMg MW: 209.37<br />

[34696-73-6]<br />

H3C MgBr<br />

CH 3<br />

0.5 M in tetrahydrofuran: 56 076<br />

,5-Bis(trifluoromethyl)phenylmagnesium<br />

bromide solution<br />

C8H3BrF6Mg F3C MW: 317.31<br />

[112981-69-8]<br />

0.5 M in tetrahydrofuran: 6 905<br />

CF 3<br />

MgBr<br />

4-Ethylphenylmagnesium<br />

bromide solution R<br />

C8H9BrMg MW: 209.37<br />

[22873-28-5]<br />

H3C MgBr<br />

0.5 M in tetrahydrofuran: 561754<br />

4-Methoxy- -methylphenylmagnesium<br />

bromide solution R<br />

C8H9BrMgO MW: 225.37<br />

MgBr<br />

[148706-30-3]<br />

H3CO CH3<br />

0.5 M in tetrahydrofuran: 56 8<br />

,4-Dimethoxyphenylmagnesium<br />

bromide solution R<br />

C8H9BrMgO2 MW: 241.36<br />

MgBr<br />

[138109-49-6]<br />

H3CO OCH3<br />

0.5 M in tetrahydrofuran: 56 0 5<br />

,5-Dimethoxyphenylmagnesium<br />

bromide solution R<br />

C8H9BrMgO2 MW: 241.36<br />

H3CO MgBr<br />

[62890-98-6]<br />

OCH3 0.5 M in tetrahydrofuran: 561819<br />

,4-Dimethoxyphenylmagnesium<br />

bromide solution R<br />

C8H9BrMgO2 MgBr<br />

MW: 241.36<br />

[89980-69-8]<br />

H3CO<br />

OCH3<br />

0.5 M in tetrahydrofuran: 561975<br />

,5-Dimethoxyphenylmagnesium<br />

chloride solution<br />

C H 8H9ClMgO2 3CO<br />

MW: 196.91<br />

[89981-17-9]<br />

OCH3<br />

1.0 M in tetrahydrofuran: 6 76 9<br />

MgCl<br />

4-(N,N-Dimethyl)anilinemagnesium<br />

bromide solution R<br />

C MgBr<br />

8H10BrMgN MW: 224.38<br />

H3C<br />

N<br />

[7353-91-5]<br />

CH3 0.5 M in tetrahydrofuran: 561061<br />

-Mesitylmagnesium bromide solution<br />

C9H11BrMg CH3<br />

MW: 223.39<br />

MgBr<br />

[2633-66-1]<br />

H3C CH3<br />

1.0 M in diethyl ether: 40<br />

1.0 M in tetrahydrofuran: 7 4<br />

4-n-Propylphenylmagnesium<br />

bromide solution R<br />

C9H11BrMg MgBr<br />

MW: 223.39<br />

[87942-08-3]<br />

H3C<br />

0.5 M in tetrahydrofuran: 56 7 0<br />

4-Isopropylphenylmagnesium<br />

bromide solution R<br />

C9H11BrMg MgBr<br />

MW: 223.39<br />

H3C<br />

CH 3<br />

0.5 M in tetrahydrofuran: 6 5669<br />

,5-Dimethyl-4-methoxyphenylmagnesium<br />

bromide solution R<br />

C9H11BrMgO H3C MgBr<br />

MW: 239.39<br />

[185416-17-5]<br />

H3CO CH 3<br />

0.5 M in tetrahydrofuran: 56 781<br />

4-tert-Butylphenylmagnesium<br />

bromide solution<br />

C 10H 13BrMg<br />

MW: 237.42<br />

[63488-10-8]<br />

H3C<br />

H 3C<br />

CH3<br />

2.0 M in diethyl ether: 4655<br />

MgBr<br />

1-Naphthylmagnesium<br />

bromide solution R<br />

C10H7BrMg MgBr<br />

MW: 231.37<br />

[703-55-9]<br />

0.25 M slurry in tetrahydrofuran: 56167<br />

-Naphthylmagnesium<br />

bromide solution R<br />

C10H7BrMg MgBr<br />

MW: 231.37<br />

[21473-01-8]<br />

0.5 M in tetrahydrofuran: 56 165<br />

-Methyl-1-napthylmagnesium<br />

bromide solution R<br />

C11H9BrMg MgBr<br />

CH3<br />

MW: 245.40<br />

[21450-90-8]<br />

0.25 M in tetrahydrofuran: 56 69<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

7<br />

<strong>Grignard</strong> <strong>Reagents</strong>


8<br />

<strong>Grignard</strong> <strong>Reagents</strong><br />

s i g m a - a l d r i c h . c o m<br />

4-Methyl-1-naphthylmagnesium<br />

bromide solution R<br />

C MgBr<br />

11H9BrMg MW: 245.40<br />

[115913-58-1]<br />

CH3 0.25 M in tetrahydrofuran: 56 684<br />

6-Methoxy- -naphthylmagnesium<br />

bromide solution R<br />

C11H9BrMgO MgBr<br />

MW: 261.40<br />

[38046-82-1]<br />

H3CO<br />

0.5 M in tetrahydrofuran: 646946<br />

4-( -Tetrahydro- H-pyranoxy)phenyl-<br />

magnesium bromide solution R<br />

C 11H 13BrMgO 2<br />

MW: 281.43<br />

[36637-44-2] O O<br />

0.5 M in tetrahydrofuran: 56 46<br />

MgBr<br />

[ -(1-Pyrrolidinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C11H14BrMgN MgBr<br />

MW: 264.44<br />

N<br />

[480424-80-4]<br />

0.25 M in tetrahydrofuran: 571199<br />

[ -(1-Pyrrolidinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C MgBr<br />

11H14BrMgN MW: 264.44<br />

[480424-79-1]<br />

0.25 M in tetrahydrofuran: 571180<br />

[4-(1-Pyrrolidinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C11H14BrMgN MW: 264.44<br />

[480424-78-0]<br />

N<br />

MgBr<br />

0.25 M in tetrahydrofuran: 57117<br />

[ -(4-Morpholinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C11H14BrMgNO MW: 280.44<br />

MgBr<br />

O<br />

[480424-77-9]<br />

N<br />

0.25 M in tetrahydrofuran: 571164<br />

N<br />

[ -(4-Morpholinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C MgBr<br />

11H14BrMgNO MW: 280.44<br />

[480424-76-8]<br />

0.25 M in tetrahydrofuran: 571156<br />

[4-(4-Morpholinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C11H14BrMgNO MW: 280.44<br />

[480424-75-7]<br />

O<br />

N<br />

MgBr<br />

0.25 M in tetrahydrofuran: 5711 1<br />

-Biphenylmagnesium<br />

bromide solution R<br />

C12H9BrMg MgBr<br />

MW: 257.41<br />

[82214-69-5]<br />

0.5 M in diethyl ether: 6 91 5<br />

4-Biphenylmagnesium<br />

bromide solution R<br />

C12H9BrMg MW: 257.41<br />

MgBr<br />

[3315-91-1]<br />

0.5 M in tetrahydrofuran: 56 009<br />

4-Phenoxyphenylmagnesium<br />

bromide solution R<br />

C12H9BrMgO MgBr<br />

MW: 273.41<br />

[21473-02-9]<br />

O<br />

0.5 M in tetrahydrofuran: 561681<br />

-[Bis(trimethylsilyl)amino]phenylmagnesium<br />

chloride solution<br />

C12H22ClMgNSi2 MgCl<br />

MW: 296.24<br />

[174484-84-5]<br />

TO ORDER: Contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover),<br />

call 1-800- 5- 010 (USA), or visit sigma-aldrich.com/chemicalsynthesis.<br />

N<br />

O<br />

N<br />

(H3C)3Si Si(CH3)3<br />

1.0 M in tetrahydrofuran: 7 005<br />

[ -(1-Piperidinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C12H16BrMgN MgBr<br />

MW: 278.47<br />

N<br />

[480424-81-5]<br />

0.25 M in tetrahydrofuran: 571 0<br />

[ -(1-Piperidinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C12H16BrMgN MgBr<br />

MW: 278.47<br />

[480424-82-6]<br />

N<br />

0.25 M in tetrahydrofuran: 571 10<br />

[4-(1-Piperidinylmethyl)phenyl]magnesium<br />

bromide solution R<br />

C12H16BrMgN MW: 278.47<br />

MgBr<br />

[480424-83-7]<br />

N<br />

0.25 M in tetrahydrofuran: 571 9<br />

-Benzyloxyphenylmagnesium<br />

bromide solution<br />

8<br />

C13H11BrMgO MgBr<br />

MW: 287.43<br />

[328000-16-4]<br />

O<br />

1.0 M in tetrahydrofuran: 67 01<br />

-Benzyloxyphenylmagnesium 8<br />

bromide solution<br />

C13H11BrMgO MgBr<br />

MW: 287.43<br />

[36281-96-6]<br />

1.0 M in tetrahydrofuran: 67 005<br />

4-Benzyloxyphenylmagnesium 8<br />

bromide solution<br />

C13H11BrMgO MW: 287.43<br />

MgBr<br />

[120186-59-6]<br />

O<br />

1.0 M in tetrahydrofuran: 67 998<br />

9-Phenanthrylmagnesium<br />

bromide solution R<br />

C MgBr<br />

14H9BrMg MW: 281.43<br />

[71112-64-6]<br />

0.5 M in tetrahydrofuran: 56 749<br />

-(1,4-Dioxa-8-azaspiro[4.5]dec-8-ylmethyl)phenylmagnesium<br />

bromide<br />

solution R<br />

C14H18BrMgNO2 MW: 336.51<br />

O<br />

N<br />

MgBr<br />

0.25 M in tetrahydrofuran: 6 14<br />

O<br />

O


Heteroaryl<br />

-Thienylmagnesium<br />

bromide solution<br />

C 4H 3BrMgS<br />

MW: 187.34<br />

[5713-61-1]<br />

1.0 M in tetrahydrofuran: 55044<br />

<strong>Organozinc</strong> Halides<br />

Alkyl<br />

S<br />

MgBr<br />

-Thienylmagnesium iodide solution R<br />

C4H3IMgS MW: 234.34<br />

MgI<br />

[172035-86-8] S<br />

0.3 M in tetrahydrofuran: 5616 0<br />

Methylzinc chloride solution<br />

CH3ClZn MW: 115.88<br />

[5158-46-3]<br />

H 3C ZnCl<br />

2.0 M in tetrahydrofuran: 417 97<br />

1-Propylzinc bromide solution<br />

C3H7BrZn R<br />

MW: 188.38<br />

[156567-57-6]<br />

H3C<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 499 74<br />

-Propylzinc 8<br />

bromide solution R<br />

C3H7BrZn MW: 188.38<br />

H3C ZnBr<br />

[77047-87-1]<br />

H3C 0.5 M in tetrahydrofuran: 680966<br />

-Cyanoethylzinc bromide solution<br />

C3H4BrNZn R<br />

MW: 199.36<br />

[312624-26-3]<br />

NC<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 497908<br />

Butylzinc bromide solution<br />

C4H9BrZn R<br />

MW: 202.41<br />

[92273-73-9]<br />

H3C ZnBr<br />

0.5 M in tetrahydrofuran: 497746<br />

Isobutylzinc bromide solution R<br />

C4H9BrZn MW: 202.41<br />

H3C ZnBr<br />

[126403-67-6]<br />

CH3 0.5 M in tetrahydrofuran: 49896<br />

sec-Butylzinc bromide solution R<br />

C4H9BrZn MW: 202.41<br />

[171860-66-5]<br />

H3C<br />

CH3 ZnBr<br />

0.5 M in tetrahydrofuran: 4977 8<br />

-Methyl- -thienylmagnesium<br />

bromide solution R<br />

C5H5BrMgS MW: 201.37<br />

CH3 [95184-07-9] S MgBr<br />

0.5 M in tetrahydrofuran: 56 11<br />

tert-Butylzinc bromide solution R<br />

C4H9BrZn MW: 202.41<br />

H3C<br />

H3C ZnBr<br />

[7565-59-5]<br />

H3C 0.5 M in tetrahydrofuran: 497754<br />

-Cyanopropylzinc bromide solution R<br />

C4H6BrNZn MW: 213.39<br />

NC ZnBr<br />

[135579-85-0]<br />

0.5 M in tetrahydrofuran: 497967<br />

4-Chlorobutylzinc bromide solution<br />

C4H8BrClZn R<br />

MW: 236.85<br />

[155589-48-3]<br />

Cl<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 497770<br />

Pentylzinc bromide solution<br />

C5H11BrZn R<br />

MW: 216.43<br />

[308796-10-3]<br />

H3C<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 499 85<br />

-Methylbutylzinc bromide solution R<br />

C5H11BrZn MW: 216.43<br />

CH3<br />

[92274-43-6]<br />

H3C ZnBr<br />

0.5 M in tetrahydrofuran: 498890<br />

1-Ethylpropylzinc bromide solution R<br />

C5H11BrZn MW: 216.43<br />

[308796-09-0]<br />

H3C<br />

H3C ZnBr<br />

0.5 M in tetrahydrofuran: 499 77<br />

1-Methylbutylzinc bromide solution R<br />

C5H11BrZn MW: 216.43<br />

CH3 [308796-07-8]<br />

H3C ZnBr<br />

0.5 M in tetrahydrofuran: 499 69<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

5-Chloro- -thienylmagnesium<br />

bromide solution<br />

C4H2BrClMgS R<br />

MW: 221.79<br />

[111762-30-2]<br />

Cl S MgBr<br />

0.5 M slurry in tetrahydrofuran: 56 80<br />

1,1-Dimethylpropylzinc<br />

bromide solution R<br />

C5H11BrZn MW: 216.43<br />

[171860-64-3]<br />

H3C H3C<br />

CH3<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 498904<br />

Cyclopentylzinc bromide solution R<br />

C5H9BrZn MW: 214.42<br />

ZnBr<br />

[171860-68-7]<br />

0.5 M in tetrahydrofuran: 498041<br />

4-Pentenylzinc bromide solution R<br />

C5H9BrZn MW: 214.42<br />

ZnBr<br />

[308796-04-5]<br />

0.5 M in tetrahydrofuran: 49907<br />

4-Cyanobutylzinc bromide solution<br />

C5H8BrNZn R<br />

MW: 227.42<br />

[226570-68-9]<br />

NC<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 497894<br />

5-Chloropentylzinc bromide solution R<br />

C5H10BrClZn MW: 250.88<br />

Cl ZnBr<br />

[312624-21-8]<br />

0.5 M in tetrahydrofuran: 497819<br />

-(1, -Dioxolan- -yl)]ethyl]zinc<br />

bromide solution R<br />

C5H9BrO2Zn MW: 246.42<br />

O<br />

[307531-83-5]<br />

O ZnBr<br />

0.5 M in tetrahydrofuran: 5 688<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

9<br />

<strong>Organozinc</strong> Halides


10<br />

<strong>Organozinc</strong> Halides<br />

s i g m a - a l d r i c h . c o m<br />

-Ethoxy- -oxopropylzinc<br />

bromide solution R<br />

C5H9BrO2Zn MW: 246.42<br />

O<br />

[193065-68-8]<br />

H3C O ZnBr<br />

0.5 M in tetrahydrofuran: 4985 1<br />

(R)-(+)- -Methoxy- -methyl- -<br />

oxopropylzinc bromide solution R<br />

C5H9BrO2Zn O<br />

MW: 246.42<br />

[352525-75-8]<br />

H3CO ZnBr<br />

0.5 M in tetrahydrofuran: 499498<br />

CH3<br />

(S)-(–)- -Methoxy- -methyl- -<br />

oxopropylzinc bromide solution R<br />

C5H9BrO2Zn O<br />

MW: 246.42<br />

[312693-18-8]<br />

H3CO ZnBr<br />

CH3 0.5 M in tetrahydrofuran: 498815<br />

Hexylzinc bromide solution<br />

C6H13BrZn R<br />

MW: 230.46<br />

[124397-96-2]<br />

H3C ZnBr<br />

0.5 M in tetrahydrofuran: 498769<br />

-Ethylbutylzinc bromide solution R<br />

C6H13BrZn MW: 230.46<br />

H3C ZnBr<br />

[312693-02-0]<br />

CH3 0.5 M in tetrahydrofuran: 498548<br />

1-Methylpentylzinc bromide solution R<br />

C6H13BrZn MW: 230.46<br />

H3C ZnBr<br />

[312693-13-3]<br />

CH3 0.5 M in tetrahydrofuran: 49874<br />

1-Ethylbutylzinc bromide solution R<br />

C6H13BrZn MW: 230.46<br />

H3C [312693-14-4] H3C ZnBr<br />

0.5 M in tetrahydrofuran: 498750<br />

Cyclohexylzinc bromide solution R<br />

C6H11BrZn MW: 228.45<br />

[7565-57-3]<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 4980<br />

6-Chlorohexylzinc bromide solution R<br />

C6H12BrClZn MW: 264.91<br />

ZnBr<br />

Cl<br />

[135579-83-8]<br />

0.5 M in tetrahydrofuran: 497797<br />

5-Hexenylzinc bromide solution<br />

C6H11BrZn R<br />

MW: 228.45<br />

[226570-65-6]<br />

H2C ZnBr<br />

0.5 M in tetrahydrofuran: 4987 4<br />

-(1, -Dioxan- -yl)ethylzinc<br />

bromide solution R<br />

C6H11BrO2Zn MW: 260.44<br />

O ZnBr<br />

[307531-82-4]<br />

O<br />

0.5 M in tetrahydrofuran: 5 556<br />

4-Ethoxy-4-oxobutylzinc<br />

bromide solution R<br />

C6H11BrO2Zn MW: 260.44<br />

[131379-39-0]<br />

H3C O<br />

O<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 498491<br />

4-Acetoxybutylzinc bromide solution R<br />

C6H11BrO2Zn O<br />

MW: 260.44<br />

TO ORDER: Contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover),<br />

call 1-800- 5- 010 (USA), or visit sigma-aldrich.com/chemicalsynthesis.<br />

H 3C<br />

0.5 M in tetrahydrofuran: 6 040<br />

O<br />

ZnBr<br />

Heptylzinc bromide solution<br />

C7H15BrZn R<br />

MW: 244.49<br />

[7608-06-2]<br />

H3C<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 5 70<br />

1-Methylhexylzinc bromide solution R<br />

C7H15BrZn MW: 244.49<br />

H3C<br />

ZnBr<br />

[312693-10-0]<br />

CH3<br />

0.5 M in tetrahydrofuran: 498696<br />

1-Ethylpentylzinc bromide solution R<br />

C7H15BrZn MW: 244.49<br />

H3C<br />

ZnBr<br />

[312693-11-1]<br />

CH3 0.5 M in tetrahydrofuran: 498718<br />

1-Propylbutylzinc bromide solution R<br />

C7H15BrZn ZnBr<br />

MW: 244.49<br />

[312693-12-2]<br />

H3C 0.5 M in tetrahydrofuran: 4987 6<br />

CH3<br />

(Cyclohexylmethyl)zinc<br />

bromide solution R<br />

C7H13BrZn ZnBr<br />

MW: 242.47<br />

[135579-86-1]<br />

0.5 M in tetrahydrofuran: 4980 5<br />

exo- -Norbornylzinc<br />

bromide solution R<br />

C7H11BrZn MW: 240.46<br />

ZnBr<br />

[342029-20-3]<br />

0.5 M in tetrahydrofuran: 499056<br />

6-Cyanohexylzinc<br />

bromide solution<br />

C7H12BrNZn R<br />

MW: 255.47<br />

[312624-28-5]<br />

NC<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 4979 4<br />

5-Ethoxy-5-oxopentylzinc<br />

bromide solution R<br />

C7H13BrO2Zn MW: 274.47<br />

O<br />

[265330-98-1]<br />

H3C O<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 49851<br />

5-Acetoxypentylzinc<br />

bromide solution R<br />

C7H13BrO2Zn MW: 274.47<br />

O<br />

H3C O ZnBr<br />

0.5 M in tetrahydrofuran: 6 0 81<br />

Benzylzinc bromide solution R<br />

C7H7BrZn ZnBr<br />

MW: 236.42<br />

[62673-31-8]<br />

0.5 M in tetrahydrofuran: 497517<br />

-Fluorobenzylzinc<br />

chloride solution R<br />

C7H6ClFZn MW: 209.96<br />

ZnCl<br />

[312693-05-3]<br />

F<br />

0.5 M in tetrahydrofuran: 498580<br />

-Fluorobenzylzinc<br />

chloride solution R<br />

C7H6ClFZn ZnCl<br />

MW: 209.96<br />

[312693-06-4]<br />

0.5 M in tetrahydrofuran: 498599<br />

4-Fluorobenzylzinc<br />

chloride solution R<br />

C7H6ClFZn MW: 209.96<br />

ZnCl<br />

[312693-07-5]<br />

F<br />

0.5 M in tetrahydrofuran: 49860<br />

-Chlorobenzylzinc<br />

chloride solution R<br />

C7H6Cl2Zn MW: 226.42<br />

ZnCl<br />

[312624-11-6]<br />

Cl<br />

0.5 M in tetrahydrofuran: 497568<br />

-Chlorobenzylzinc chloride solution R<br />

C7H6Cl2Zn ZnCl<br />

MW: 226.42<br />

[312624-13-8]<br />

0.5 M in tetrahydrofuran: 497576<br />

4-Chlorobenzylzinc chloride solution R<br />

C7H6Cl2Zn MW: 226.42<br />

ZnCl<br />

[149923-10-4]<br />

Cl<br />

0.5 M in tetrahydrofuran: 49776<br />

-Bromobenzylzinc bromide solution R<br />

C7H6Br2Zn MW: 315.32<br />

ZnBr<br />

[307496-27-1]<br />

Br<br />

0.5 M in tetrahydrofuran: 5 0 14<br />

F<br />

Cl


-Bromobenzylzinc bromide solution R<br />

C7H6Br2Zn ZnBr<br />

MW: 315.32<br />

[307496-31-7]<br />

0.5 M in tetrahydrofuran: 5 1655<br />

4-Bromobenzylzinc chloride solution R<br />

C7H6BrClZn ZnCl<br />

MW: 270.87<br />

0.5 M in tetrahydrofuran: 497541<br />

4-Bromobenzylzinc bromide solution R<br />

C7H6Br2Zn MW: 315.32<br />

ZnBr<br />

[115055-85-1]<br />

Br<br />

0.5 M in tetrahydrofuran: 49946<br />

-Iodobenzylzinc bromide solution R<br />

C7H6BrIZn MW: 362.32<br />

ZnBr<br />

[117269-71-3]<br />

I<br />

0.5 M in tetrahydrofuran: 6 5650<br />

-Iodobenzylzinc bromide solution R<br />

C7H6BrIZn MW: 362.32<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 5 97<br />

4-Iodobenzylzinc bromide solution R<br />

C7H6BrIZn MW: 362.32<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 5 89<br />

,4-Difluorobenzylzinc<br />

bromide solution R<br />

C7H5BrF2Zn MW: 272.41<br />

ZnBr<br />

[307496-26-0]<br />

F F<br />

0.5 M in tetrahydrofuran: 5 0 06<br />

,5-Difluorobenzylzinc<br />

chloride solution R<br />

C7H5ClF2Zn MW: 227.95<br />

F<br />

ZnCl<br />

[312692-89-0]<br />

F<br />

0.5 M in tetrahydrofuran: 49809<br />

,5-Difluorobenzylzinc<br />

bromide solution R<br />

C7H5BrF2Zn MW: 272.41<br />

F<br />

ZnBr<br />

[307496-32-8]<br />

F<br />

0.5 M in tetrahydrofuran: 5 166<br />

,6-Difluorobenzylzinc<br />

bromide solution R<br />

C7H5BrF2Zn F<br />

MW: 272.41<br />

ZnBr<br />

[307496-33-9]<br />

F<br />

0.5 M in tetrahydrofuran: 5 1671<br />

Br<br />

I<br />

Br<br />

I<br />

,4-Difluorobenzylzinc<br />

bromide solution R<br />

C7H5BrF2Zn MW: 272.41<br />

[307496-34-0]<br />

F<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 5 1698<br />

,5-Difluorobenzylzinc<br />

chloride solution R<br />

C7H5ClF2Zn MW: 227.95<br />

F<br />

ZnCl<br />

F<br />

0.5 M in tetrahydrofuran: 498440<br />

,5-Difluorobenzylzinc<br />

bromide solution R<br />

C7H5BrF2Zn MW: 272.41<br />

[308796-30-7]<br />

F<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 499471<br />

,6-Dichlorobenzylzinc<br />

chloride solution R<br />

C Cl<br />

7H5Cl3Zn MW: 260.86<br />

ZnCl<br />

[307531-80-2]<br />

0.5 M in tetrahydrofuran: 5 51<br />

-Chloro-6-fluorobenzylzinc<br />

chloride solution R<br />

C F<br />

7H5Cl2FZn MW: 244.41<br />

ZnCl<br />

[307531-98-2]<br />

0.5 M in tetrahydrofuran: 5 5 57<br />

, ,4,5,6-Pentafluorobenzylzinc<br />

chloride solution R<br />

C7H2ClF5Zn F<br />

MW: 281.93<br />

F<br />

ZnCl<br />

[308796-02-3] F F<br />

F<br />

0.5 M in tetrahydrofuran: 499064<br />

, ,4,5,6-Pentafluorobenzylzinc<br />

bromide solution R<br />

C 7H 2BrF 5Zn<br />

MW: 326.38<br />

[352534-75-9] F F<br />

F<br />

0.5 M in tetrahydrofuran: 541 7<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

F<br />

F<br />

F<br />

F<br />

Cl<br />

Cl<br />

ZnBr<br />

-Ethylhexylzinc bromide solution R<br />

C8H17BrZn MW: 258.51<br />

H3C ZnBr<br />

[312693-03-1]<br />

CH3<br />

0.5 M in tetrahydrofuran: 498556<br />

5-Cyano-5-methylhexylzinc<br />

bromide solution R<br />

C8H14BrNZn MW: 269.50<br />

H3C CH3<br />

[312693-22-4]<br />

NC<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 4989 0<br />

6-Ethoxy-6-oxohexylzinc<br />

bromide solution R<br />

C8H15BrO2Zn MW: 288.50<br />

[312693-01-9]<br />

H3C<br />

O<br />

O<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 498505<br />

a-Methylbenzylzinc<br />

bromide solution R<br />

C CH3<br />

8H9BrZn MW: 250.45<br />

ZnBr<br />

[85459-20-7]<br />

0.5 M in tetrahydrofuran: 498777<br />

-Methylbenzylzinc<br />

chloride solution R<br />

C8H9ClZn MW: 206.00<br />

ZnCl<br />

[312693-19-9]<br />

CH3 0.5 M in tetrahydrofuran: 498866<br />

-Methylbenzylzinc<br />

chloride solution R<br />

C8H9ClZn ZnCl<br />

MW: 206.00<br />

[312693-20-2]<br />

CH 3<br />

0.5 M in tetrahydrofuran: 498874<br />

4-Methylbenzylzinc<br />

chloride solution R<br />

C8H9ClZn MW: 206.00<br />

ZnCl<br />

[312693-21-3]<br />

H3C 0.5 M in tetrahydrofuran: 49888<br />

-(Trifluoromethyl)benzylzinc<br />

chloride solution R<br />

C8H6ClF3Zn ZnCl<br />

MW: 259.97<br />

[480438-42-4]<br />

CF 3<br />

0.5 M in tetrahydrofuran: 561045<br />

-Methoxybenzylzinc<br />

chloride solution R<br />

C8H9ClOZn MW: 222.00<br />

ZnCl<br />

[312693-15-5]<br />

OCH3 0.5 M in tetrahydrofuran: 498785<br />

-Methoxybenzylzinc<br />

chloride solution R<br />

C8H9ClOZn ZnCl<br />

MW: 222.00<br />

[312693-16-6]<br />

OCH 3<br />

0.5 M in tetrahydrofuran: 49879<br />

4-Methoxybenzylzinc<br />

chloride solution R<br />

C8H9ClOZn MW: 222.00<br />

ZnCl<br />

[312693-17-7]<br />

H3CO<br />

0.5 M in tetrahydrofuran: 498807<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

11<br />

<strong>Organozinc</strong> Halides


1<br />

<strong>Organozinc</strong> Halides<br />

s i g m a - a l d r i c h . c o m<br />

5-Bromo- -methoxybenzylzinc<br />

chloride solution R<br />

C8H8BrClOZn MW: 300.90<br />

Br<br />

ZnCl<br />

[352530-35-9]<br />

OCH3<br />

0.5 M in tetrahydrofuran: 5 94<br />

-Cyanobenzylzinc bromide solution R<br />

C8H6BrNZn MW: 261.43<br />

ZnBr<br />

[199465-66-2]<br />

CN<br />

0.5 M in tetrahydrofuran: 5 0<br />

-Cyanobenzylzinc bromide solution R<br />

C8H6BrNZn ZnBr<br />

MW: 261.43<br />

[117269-72-4]<br />

Alkenyl<br />

CN<br />

0.5 M in tetrahydrofuran: 517 7<br />

4-Cyanobenzylzinc bromide solution R<br />

C8H6BrNZn MW: 261.43<br />

ZnBr<br />

[135579-87-2]<br />

NC<br />

0.5 M in tetrahydrofuran: 517 80<br />

Phenethylzinc bromide solution R<br />

C8H9BrZn MW: 250.45<br />

[308796-14-7]<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 499 07<br />

1-Phenylvinylzinc bromide solution R<br />

C8H7BrZn ZnBr<br />

MW: 248.44<br />

[151073-86-8]<br />

0.5 M in tetrahydrofuran: 499 90<br />

-Ethoxybenzylzinc chloride solution R<br />

C9H11ClOZn MW: 236.03<br />

ZnCl<br />

[308796-28-3]<br />

O CH3 0.5 M in tetrahydrofuran: 499447<br />

4-Ethoxybenzylzinc chloride solution R<br />

C9H11ClOZn MW: 236.03<br />

ZnCl<br />

[308796-29-4]<br />

H3C O<br />

0.5 M in tetrahydrofuran: 499455<br />

,5-Dimethoxybenzylzinc<br />

chloride solution R<br />

C9H11ClO2Zn MW: 252.03<br />

H3CO ZnCl<br />

[352530-32-6]<br />

OCH3<br />

0.5 M in tetrahydrofuran: 5 19<br />

,4-Dimethoxybenzylzinc<br />

chloride solution R<br />

C9H11ClO2Zn ZnCl<br />

MW: 252.03<br />

[307531-79-9]<br />

H3CO OCH 3<br />

0.5 M in tetrahydrofuran: 5 7<br />

,5-Dimethoxybenzylzinc<br />

chloride solution R<br />

C9H11ClO2Zn MW: 252.03<br />

[352530-33-7]<br />

H3CO<br />

ZnCl<br />

OCH3<br />

0.5 M in tetrahydrofuran: 5 5<br />

TO ORDER: Contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover),<br />

call 1-800- 5- 010 (USA), or visit sigma-aldrich.com/chemicalsynthesis.<br />

1-Adamantylzinc bromide solution R<br />

C10H15BrZn MW: 280.52<br />

ZnBr<br />

[312624-15-0]<br />

0.5 M in tetrahydrofuran: 497606<br />

-Adamantylzinc bromide solution R<br />

C10H15BrZn MW: 280.52<br />

[171860-65-4]<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 497614<br />

( -Naphthylmethyl)zinc<br />

bromide solution R<br />

C11H9BrZn ZnBr<br />

MW: 286.48<br />

[152329-44-7]<br />

0.5 M in tetrahydrofuran: 4990 1<br />

,5-Dimethyl-1-adamantylzinc<br />

bromide solution R<br />

C12H19BrZn ZnBr<br />

MW: 308.57<br />

[312692-99-2] CH3<br />

H3C<br />

0.5 M in tetrahydrofuran: 4984<br />

( -Biphenylylmethyl)zinc<br />

bromide solution R<br />

C13H11BrZn ZnBr<br />

MW: 312.52<br />

[312624-17-2]<br />

0.5 M in tetrahydrofuran: 4976


Aryl<br />

Phenylzinc bromide solution R<br />

C6H5BrZn MW: 222.40<br />

[38111-44-3]<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 5 4719<br />

Phenylzinc iodide solution R<br />

C6H5IZn MW: 269.40<br />

[23665-09-0]<br />

ZnI<br />

0.5 M in tetrahydrofuran: 499 1<br />

-Fluorophenylzinc iodide solution R<br />

C6H4FIZn MW: 287.39<br />

ZnI<br />

[186000-41-9]<br />

F<br />

0.5 M in tetrahydrofuran: 5 51<br />

-Fluorophenylzinc iodide solution R<br />

C ZnI<br />

6H4FIZn MW: 287.39<br />

[307496-28-2]<br />

F<br />

0.5 M in tetrahydrofuran: 5 0489<br />

4-Fluorophenylzinc bromide solution R<br />

C6H4BrFZn MW: 240.39<br />

ZnBr<br />

[181705-93-1]<br />

F<br />

0.5 M in tetrahydrofuran: 498645<br />

-Chlorophenylzinc iodide solution R<br />

C6H4ClIZn MW: 303.84<br />

ZnI<br />

[148651-35-8]<br />

Cl<br />

0.5 M in tetrahydrofuran: 49980<br />

-Chlorophenylzinc iodide solution R<br />

C ZnI<br />

6H4ClIZn MW: 303.84<br />

[186000-42-0]<br />

Cl<br />

0.5 M in tetrahydrofuran: 4978 7<br />

4-Chlorophenylzinc iodide solution R<br />

C6H4ClIZn MW: 303.84<br />

ZnI<br />

[151073-70-0]<br />

Cl<br />

0.5 M in tetrahydrofuran: 4978 5<br />

-Bromophenylzinc iodide solution R<br />

C ZnI<br />

6H4BrIZn MW: 348.29<br />

[186000-44-2]<br />

Br<br />

0.5 M in tetrahydrofuran: 497649<br />

4-Bromophenylzinc iodide solution R<br />

C6H4BrIZn MW: 348.29<br />

ZnI<br />

[148651-39-2]<br />

Br<br />

0.5 M in tetrahydrofuran: 497657<br />

4-Chloro- -fluorophenylzinc<br />

iodide solution R<br />

C ZnI<br />

6H3ClFIZn MW: 321.83<br />

Cl<br />

[312693-42-8]<br />

0.5 M in tetrahydrofuran: 5 4506<br />

-Chloro-4-fluorophenylzinc<br />

iodide solution R<br />

C ZnI<br />

6H3ClFIZn MW: 321.83<br />

F<br />

[312624-19-4]<br />

0.5 M in tetrahydrofuran: 497789<br />

4-Bromo- -fluorophenylzinc<br />

iodide solution R<br />

C6H3BrFIZn MW: 366.28<br />

ZnI<br />

[352530-44-0]<br />

Br F<br />

0.5 M in tetrahydrofuran: 5 5 49<br />

4-Bromo- -fluorophenylzinc<br />

iodide solution R<br />

C6H3BrFIZn MW: 366.28<br />

ZnI<br />

[352525-65-6]<br />

Br<br />

F<br />

0.5 M in tetrahydrofuran: 4976 0<br />

,5-Difluorophenylzinc<br />

bromide solution R<br />

C6H3BrF2Zn MW: 258.38<br />

F ZnBr<br />

[307531-85-7]<br />

F<br />

0.5 M in tetrahydrofuran: 5 7 6<br />

, -Dichlorophenylzinc<br />

iodide solution R<br />

C6H3Cl2IZn ZnI<br />

MW: 338.29<br />

[307531-97-1]<br />

Cl<br />

0.5 M in tetrahydrofuran: 5 5 14<br />

,4-Dichlorophenylzinc<br />

iodide solution R<br />

C6H3Cl2IZn MW: 338.29<br />

ZnI<br />

[352530-42-8]<br />

Cl Cl<br />

0.5 M in tetrahydrofuran: 5 5<br />

,5-Dichlorophenylzinc<br />

iodide solution R<br />

C6H3Cl2IZn MW: 338.29<br />

Cl ZnI<br />

[352530-43-9]<br />

Cl<br />

0.5 M in tetrahydrofuran: 5 5 0<br />

,4-Dichlorophenylzinc<br />

iodide solution R<br />

C ZnI<br />

6H3Cl2IZn MW: 338.29<br />

Cl<br />

[312692-85-6]<br />

0.5 M in tetrahydrofuran: 498068<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

Cl<br />

F<br />

Cl<br />

Cl<br />

,5-Dichlorophenylzinc<br />

iodide solution R<br />

C6H3Cl2IZn MW: 338.29<br />

Cl ZnI<br />

[312692-86-7]<br />

Cl<br />

0.5 M in tetrahydrofuran: 498076<br />

-Methylphenylzinc<br />

iodide solution R<br />

C7H7IZn MW: 283.42<br />

ZnI<br />

[312693-23-5]<br />

CH3 0.5 M in tetrahydrofuran: 4989 9<br />

-Methylphenylzinc<br />

iodide solution R<br />

C ZnI<br />

7H7IZn MW: 283.42<br />

[312693-24-6]<br />

CH3 0.5 M in tetrahydrofuran: 498947<br />

4-Methylphenylzinc<br />

iodide solution R<br />

C7H7IZn MW: 283.42<br />

ZnI<br />

[300766-53-4]<br />

H3C<br />

0.5 M in tetrahydrofuran: 498955<br />

5-Fluoro- -methylphenylzinc<br />

iodide solution R<br />

C7H6FIZn MW: 301.42<br />

F ZnI<br />

[312693-09-7]<br />

CH3<br />

0.5 M in tetrahydrofuran: 4986 9<br />

-Fluoro-4-methylphenylzinc<br />

iodide solution R<br />

C ZnI<br />

7H6FIZn MW: 301.42<br />

H3C [312693-08-6]<br />

0.5 M in tetrahydrofuran: 498610<br />

-Chloro-4-methylphenylzinc<br />

iodide solution R<br />

C ZnI<br />

7H6ClIZn MW: 317.87<br />

H3C [352525-66-7]<br />

0.5 M in tetrahydrofuran: 497800<br />

-Cyanophenylzinc<br />

bromide solution R<br />

C7H4BrNZn MW: 247.41<br />

ZnBr<br />

[131379-17-4]<br />

CN<br />

0.5 M in tetrahydrofuran: 5 0<br />

-Cyanophenylzinc<br />

iodide solution R<br />

C ZnI<br />

7H4INZn MW: 294.41<br />

[288309-53-5]<br />

CN<br />

0.5 M in tetrahydrofuran: 497940<br />

F<br />

Cl<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

1<br />

<strong>Organozinc</strong> Halides


14<br />

<strong>Organozinc</strong> Halides<br />

s i g m a - a l d r i c h . c o m<br />

4-Cyanophenylzinc<br />

bromide solution R<br />

C7H4BrNZn MW: 247.41<br />

ZnBr<br />

[131379-14-1]<br />

NC<br />

0.5 M in tetrahydrofuran: 5 0 9<br />

-Methoxyphenylzinc<br />

iodide solution R<br />

C7H7IOZn MW: 299.42<br />

ZnI<br />

[282727-20-2]<br />

OCH3<br />

0.5 M in tetrahydrofuran: 4988<br />

-Methoxyphenylzinc<br />

iodide solution R<br />

C ZnI<br />

7H7IOZn MW: 299.42<br />

[300825-30-3]<br />

OCH3 0.5 M in tetrahydrofuran: 4988 1<br />

4-Methoxyphenylzinc<br />

iodide solution R<br />

C7H7IOZn MW: 299.42<br />

ZnI<br />

[254454-47-2]<br />

H3CO<br />

0.5 M in tetrahydrofuran: 498858<br />

-(Methylthio)phenylzinc<br />

iodide solution R<br />

C7H7ISZn MW: 315.49<br />

ZnI<br />

[308796-24-9]<br />

SCH3 0.5 M in tetrahydrofuran: 4994 0<br />

4-(Methylthio)phenylzinc<br />

bromide solution R<br />

C7H7BrSZn MW: 268.49<br />

ZnBr<br />

[307496-24-8]<br />

H3CS<br />

0.5 M in tetrahydrofuran: 5 0 5<br />

-Ethylphenylzinc<br />

iodide solution R<br />

C8H9IZn MW: 297.45<br />

ZnI<br />

[282727-19-9]<br />

CH3 0.5 M in tetrahydrofuran: 498564<br />

4-Ethylphenylzinc<br />

iodide solution R<br />

C8H9IZn MW: 297.45<br />

ZnI<br />

[312693-04-2]<br />

H3C 0.5 M in tetrahydrofuran: 49857<br />

, -Dimethylphenylzinc<br />

iodide solution R<br />

C 8H 9IZn<br />

MW: 297.45<br />

[312692-94-7]<br />

H 3C<br />

0.5 M in tetrahydrofuran: 498 78<br />

ZnI<br />

CH 3<br />

,4-Dimethylphenylzinc<br />

iodide solution R<br />

C8H9IZn MW: 297.45<br />

ZnI<br />

[312692-95-8]<br />

H3C CH3<br />

0.5 M in tetrahydrofuran: 498 86<br />

,5-Dimethylphenylzinc<br />

iodide solution R<br />

C8H9IZn MW: 297.45<br />

H3C ZnI<br />

[312692-96-9]<br />

CH3<br />

0.5 M in tetrahydrofuran: 498 94<br />

,6-Dimethylphenylzinc<br />

iodide solution R<br />

C CH3 8H9IZn ZnI<br />

MW: 297.45<br />

[282727-21-3]<br />

0.5 M in tetrahydrofuran: 498408<br />

TO ORDER: Contact your local <strong>Sigma</strong>-<strong>Aldrich</strong> office (see back cover),<br />

call 1-800- 5- 010 (USA), or visit sigma-aldrich.com/chemicalsynthesis.<br />

CH3<br />

,4-Dimethylphenylzinc<br />

iodide solution R<br />

C 8H 9IZn<br />

MW: 297.45<br />

[312692-97-0]<br />

H3C<br />

H3C<br />

0.5 M in tetrahydrofuran: 498416<br />

,5-Dimethylphenylzinc<br />

iodide solution R<br />

C8H9IZn MW: 297.45<br />

[312692-98-1]<br />

H3C ZnI<br />

H3C<br />

0.5 M in tetrahydrofuran: 4984 4<br />

-Acetoxyphenylzinc<br />

iodide solution R<br />

C8H7IO2Zn ZnI<br />

MW: 327.43<br />

H 3C<br />

0.5 M in tetrahydrofuran: 6 0 57<br />

-Acetoxyphenylzinc<br />

iodide solution R<br />

C8H7IO2Zn ZnI<br />

MW: 327.43<br />

H 3C<br />

0.5 M in tetrahydrofuran: 6 0 7<br />

4-Acetoxyphenylzinc<br />

iodide solution R<br />

C8H7IO2Zn ZnI<br />

MW: 327.43<br />

O<br />

O<br />

H3C O<br />

0.5 M in tetrahydrofuran: 6 0 65<br />

-Isopropylphenylzinc<br />

iodide solution R<br />

C9H11IZn ZnI<br />

MW: 311.48<br />

CH3 [308796-17-0]<br />

CH3 0.5 M in tetrahydrofuran: 499 58<br />

O<br />

O<br />

O<br />

ZnI<br />

4-Isopropylphenylzinc<br />

iodide solution R<br />

C ZnI<br />

9H11IZn MW: 311.48<br />

H3C<br />

[308796-20-5]<br />

CH3<br />

0.5 M in tetrahydrofuran: 499 66<br />

-(Ethoxycarbonyl)phenylzinc<br />

bromide solution R<br />

C9H9BrO2Zn ZnBr<br />

MW: 294.46<br />

[131379-40-3]<br />

O CH3 0.5 M in tetrahydrofuran: 5 0470<br />

-(Ethoxycarbonyl)phenylzinc<br />

iodide solution R<br />

C9H9IO2Zn ZnI<br />

MW: 341.46<br />

[282727-18-8]<br />

O<br />

O O CH 3<br />

0.5 M in tetrahydrofuran: 498467<br />

4-(Ethoxycarbonyl)phenylzinc<br />

bromide solution R<br />

C9H9BrO2Zn ZnBr<br />

MW: 294.46<br />

[131379-15-2]<br />

H3C O<br />

0.5 M in tetrahydrofuran: 5 0 84<br />

4-(Ethoxycarbonyl)phenylzinc<br />

iodide solution R<br />

C9H9IO2Zn ZnI<br />

MW: 341.46<br />

[131379-16-3]<br />

H3C O<br />

0.5 M in tetrahydrofuran: 498475<br />

1-Naphthylzinc iodide solution R<br />

C10H7IZn ZnI<br />

MW: 319.46<br />

[46000-10-6]<br />

0.5 M in tetrahydrofuran: 499048<br />

4-Pentylphenylzinc iodide solution R<br />

C11H15IZn MW: 339.53<br />

ZnI<br />

[308796-05-6]<br />

H3C<br />

0.5 M in tetrahydrofuran: 499080<br />

-Biphenylzinc iodide solution R<br />

C12H9IZn MW: 345.49<br />

ZnI<br />

0.5 M in tetrahydrofuran: 6 0411<br />

4-Biphenylzinc bromide solution R<br />

C12H9BrZn MW: 298.49<br />

ZnBr<br />

[312693-44-0]<br />

0.5 M in tetrahydrofuran: 5 47 7<br />

O<br />

O


Heteroaryl<br />

5-Ethoxycarbonyl- -furylzinc<br />

bromide solution R<br />

C7H7BrO3Zn MW: 284.42<br />

H3C<br />

O<br />

O ZnBr<br />

0.5 M in tetrahydrofuran: 64181<br />

5-Ethoxycarbonyl- -furylzinc<br />

chloride solution R<br />

C8H9ClO3Zn MW: 254.00<br />

[352530-38-2]<br />

H3C O<br />

O<br />

O ZnCl<br />

0.5 M in tetrahydrofuran: 5 564<br />

-Thienylzinc bromide solution<br />

C4H3BrSZn R<br />

MW: 228.43<br />

[45438-80-0]<br />

S ZnBr<br />

0.5 M in tetrahydrofuran: 49941<br />

-Thienylzinc iodide solution R<br />

C4H3ISZn MW: 275.43<br />

ZnI<br />

[172035-85-7] S<br />

0.5 M in tetrahydrofuran: 5616<br />

-Methyl- -thienylzinc<br />

bromide solution R<br />

C5H5BrSZn MW: 242.45<br />

CH3<br />

[312693-45-1] S ZnBr<br />

0.5 M in tetrahydrofuran: 5 5111<br />

5-Chloro- -thienylzinc<br />

bromide solution<br />

C4H2BrClSZn R<br />

MW: 262.87<br />

[312624-22-9]<br />

Cl S ZnBr<br />

0.5 M in tetrahydrofuran: 49784<br />

O<br />

5-Bromo- -thienylzinc<br />

bromide solution<br />

C4H2Br2SZn R<br />

MW: 307.32<br />

[151073-94-8]<br />

Br S ZnBr<br />

0.5 M in tetrahydrofuran: 497665<br />

5-(1, -Dioxolan- -yl)- -<br />

thienylzinc bromide solution<br />

C7H7BrO2SZn R<br />

MW: 300.49<br />

[307531-84-6]<br />

O<br />

O<br />

S ZnBr<br />

0.5 M in tetrahydrofuran: 5 696<br />

5-Ethoxycarbonyl- -<br />

thienylzinc bromide solution R<br />

C7H7BrO2SZn MW: 300.49<br />

[352530-37-1]<br />

H3C O<br />

O<br />

S ZnBr<br />

0.5 M in tetrahydrofuran: 5 548<br />

-Thiazolylzinc bromide solution R<br />

C3H2BrNSZn MW: 229.41<br />

[173382-28-0]<br />

N<br />

S<br />

ZnBr<br />

0.5 M in tetrahydrofuran: 499404<br />

-Pyridylzinc bromide solution R<br />

C 5H 4BrNZn<br />

MW: 223.39<br />

[218777-23-2] N ZnBr<br />

0.5 M in tetrahydrofuran: 499 8<br />

-Methyl- -pyridylzinc<br />

bromide solution R<br />

C6H6BrNZn MW: 237.41<br />

CH3<br />

[308795-91-7] N ZnBr<br />

0.5 M in tetrahydrofuran: 498971<br />

Dialkylmagnesium <strong>and</strong> Dialkylzinc <strong>Reagents</strong><br />

Di-n-butylmagnesium solution<br />

C8H18Mg MW: 138.53<br />

[1191-47-5]<br />

~0.75 M in diethyl ether: 4765<br />

1.0 M in heptane: 4511<br />

Dimethylzinc solution<br />

C 2H 6Zn<br />

MW: 95.46<br />

[544-97-8]<br />

1.0 M in heptane: 417 46<br />

2.0 M in toluene: 64401<br />

H 3C Mg CH3<br />

H 3C Zn CH3<br />

Diethylzinc solution<br />

C 4H 10Zn<br />

MW: 123.51<br />

[557-20-0]<br />

neat: 56781<br />

1.0 M in hexanes: 9611<br />

1.0 M in heptane: 4060<br />

15 wt. % in toluene: 0809<br />

Diisopropylzinc solution<br />

C6H14Zn MW: 151.57<br />

[625-81-0]<br />

1.0 M in toluene: 56811<br />

H 3C Zn CH3<br />

R: Product of Rieke ® Metals, Inc. ® Registered trademark of Rieke Metals, Inc.<br />

4-Methyl- -pyridylzinc<br />

bromide solution R<br />

C6H6BrNZn MW: 237.41<br />

CH3 [308795-93-9] N ZnBr<br />

0.5 M in tetrahydrofuran: 498998<br />

5-Methyl- -pyridylzinc<br />

bromide solution R<br />

C6H6BrNZn MW: 237.41<br />

H3C<br />

[257876-05-4] N ZnBr<br />

0.5 M in tetrahydrofuran: 499005<br />

6-Methyl- -pyridylzinc<br />

bromide solution R<br />

C 6H 6BrNZn<br />

MW: 237.41<br />

[308795-98-4] H3C N ZnBr<br />

0.5 M in tetrahydrofuran: 49901<br />

6-Methoxy- -pyridylzinc<br />

bromide solution R<br />

C 6H 6BrNOZn<br />

MW: 253.41<br />

[352530-39-3] H3CO N ZnBr<br />

0.5 M in tetrahydrofuran: 5 718<br />

( -Chloro-5-pyridyl)methylzinc<br />

chloride solution R<br />

C6H5Cl2NZn MW: 227.41<br />

ZnCl<br />

[352530-36-0]<br />

Cl N<br />

0.5 M in tetrahydrofuran: 5 475<br />

Ready to scale up? For competitive quotes on larger quantities or custom synthesis of <strong>Grignard</strong> reagents,<br />

contact SAFC at 1-800- 44-117 (USA), or visit safcglobal.com.<br />

H 3C<br />

H3C<br />

Zn<br />

CH 3<br />

CH 3<br />

Dibutylzinc solution<br />

C8H18Zn MW: 179.62<br />

[1119-90-0]<br />

~1 M in heptane: 4905<br />

H 3C Zn CH3<br />

o r d e r : 1 . 8 0 0 . 3 2 5 . 3 0 1 0 t e c h n i c a l s e r v i c e : 1 . 8 0 0 . 2 3 1 . 8 3 2 7<br />

15<br />

Dialkylmagnesium<br />

<strong>and</strong> Dialkylzinc <strong>Reagents</strong>


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