Chapter 11: Review and Practice

The reaction of an alkyl halide or tosylate with a nucleophi

In the E1 reaction, C–X bond-breaking occurs first. The subs

Chemistry Matters — Green Chemistry

Summary of Reactions

Additional Problems

Problem 11-25 (a) (b) (c) (d) Problem 11-26 (a) (b) (c) Prob

Problem 11-29 (a) (b) (c) Problem 11-30 (a) (b) (c) (d) Prob

Problem 11-33 Metabolism of S-adenosylhomocysteine (Section

Problem 11-37 S_{\text{N}}2 reactions take place with invers

Problem 11-41 (a) CH_{\text{3}}Br or CH_{\text{3}}I H_{\text

Problem 11-45 (a) (b) (c) (d) Problem 11-46 (a) The S_{\text

Problem 11-49 (a) An alkyl halide that gives a mixture of th

Problem 11-53 There are eight diastereomers of 1,2,3,4,5,6-h

Problem 11-57 (a) (b) (c) Problem 11-58 (a) (b) (c) Problem

Problem 11-61 How can you explain the fact that trans-1-brom

Problem 11-65 (S)-2-Butanol slowly racemizes on standing in

Problem 11-69 Although anti periplanar geometry is preferred

Problem 11-73 The amino acid methionine is formed by a methy

Key Terms

• E1 reaction - E1cB reaction - E2 reaction - first-order re

• ion pair - kinetics - leaving group - nucleophilic substit

• periplanar - rate-determining step - rate-limiting step -

• SN1 reaction - SN2 reaction - solvation - syn periplanar

• tosylate - unimolecular - Zaitsev’s rule