ether N D2O O Mg

23. Which of these compounds cannot be used to prepare the corresponding Grignard reagent
A. CH 3 OCH 2 CH 2 CH 2 Br B. (CH 3 ) 3 CCl
C. CH 2 =CHCH 2 Br D. (CH 3 ) 2 NCH 2 CH 2 Br
H
E. O CCH 2 CH 2 I
24. Which of these is the least reactive type of organometallic compound
A. RK B. R 2 Hg C. RLi D. R 2 Zn E. R 3 Al
25. If the role of the solvent is to assist in the preparation and stabilization of the Grignard reagent by coordination with the
magnesium, which of these solvents should be least effective
A. I
B. II
C. III
D. IV
E. V
CH 3 CH 2 OCH 2 CH 3
O
(CH 3 CH 2 ) 3 N
I II III
CH 3 (CH 2 ) 4 CH 3 CH 3 OCH 2 CH 2 OCH 3
IV
V
26. Which of these is most likely to be a successful synthesis of an organometallic compound
A. CH 3 CH 2 CH 2 MgBr + LiCl CH 3 CH 2 CH 2 Li + MgBrCl
B. 2 CH 3 CH 2 CH 2 CH 2 Li + ZnCl 2 (CH 3 CH 2 CH 2 CH 2 ) 2 Zn + 2 LiCl
C. 3 (CH 3 CH 2 ) 2 Hg + 2 AlCl 3 2 (CH 3 CH 2 ) 3 Al + 3 HgCl 2
D. (CH 3 CH 2 ) 3 Al + 3 NaCl 3 CH 3 CH 2 Na + AlCl 3
E. (CH 3 ) 2 Cu + MgBr 2 (CH 3 ) 2 Mg + CuBr 2
27. What is the product of the following reaction
1) HO
OH 3)
O
OH
OH
O
1) 2 CH 3 MgBr
2) H 3 O +
2) OH 4)
OH
28. 1-Phenylnaphthalene, shown below, can be prepared in over 80% yield by one of the reactions below. Which one
Br
C 6 H 6 , AlCl 3
1) 3)
I
(C 6 H 5 ) 2 CuLi
2) 4)
diethyl ether
Cl
C 6 H 5 MgBr
diethyl ether
C 6 H 5 Br, AlCl 3
C 6 H 5
6