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2010 Chapter 8 homework SOLUTIONS _v2 - Department of ...

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24. Complete the following reactions by writing in the products. If there is no reaction, then you<br />

should write, NR.<br />

Br<br />

Mg o , ether<br />

redox<br />

MgBr<br />

Cl<br />

CH 2 OMe<br />

Li o , ether<br />

redox<br />

Li<br />

CH 2 OMe<br />

+ LiCl<br />

Br<br />

O<br />

H<br />

1. CH 3 CH 2 MgBr<br />

2. dilute HCl<br />

Br<br />

OH<br />

H<br />

CH 2 CH 3<br />

O<br />

1.<br />

Li<br />

ether<br />

OH<br />

2. dilute HCl<br />

OCH 3<br />

CH 3<br />

1. Magnesium, ether<br />

OCH 3<br />

CH 3<br />

2.<br />

Br<br />

CH 3 O<br />

MgCl<br />

H 3 C<br />

CHO<br />

O<br />

OH<br />

CH 3 O<br />

HO<br />

H<br />

H<br />

O<br />

+<br />

H 3 C<br />

O<br />

MgCl<br />

© <strong>2010</strong>, Pr<strong>of</strong>. S. R. Hitchcock, <strong>Department</strong> <strong>of</strong> Chemistry, Illinois State University, Normal, IL 61790-4160 12

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