2010 Chapter 8 homework SOLUTIONS _v2 - Department of ...
2010 Chapter 8 homework SOLUTIONS _v2 - Department of ...
2010 Chapter 8 homework SOLUTIONS _v2 - Department of ...
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32. Complete the following retrosynthesis problems by writing in the appropriate reagents. No more<br />
than two steps are required for each <strong>of</strong> the following transformations.<br />
Cl<br />
Magnesium metal<br />
ether solvent<br />
MgCl<br />
Br<br />
OCH 3<br />
lithium metal<br />
ether solvent<br />
Li<br />
OCH 3<br />
Br<br />
1. Mg, ether<br />
2. dilute HCl<br />
H<br />
CH 2 Cl<br />
1. Li, ether<br />
2. O<br />
(<strong>Chapter</strong> 9)<br />
CH 2 CH 2 CH 2 OH<br />
O<br />
CH 3<br />
1. CH 3 CH 2 CH 2 MgBr<br />
OHCH 3<br />
2. dilute HCl<br />
CH 2 CH 2 CH 3<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 20
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