EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Chapter 18, Problem 42P
Interpretation Introduction

(a)

Interpretation: The products formed in the given reaction sequence, are to be stated.

Concept introduction: The Wittig reagent is synthesized in two steps. The first step is SN2 reaction of Ph3P with an alkyl/aryl halide to yield phosphonium salts. The second step is deprotonation of the phosphonium salts with a strong base (BuLi) to yield ylide. The Wittig reaction utilizes carbon nucleophile from the Wittig reagent to yield alkenes.

Interpretation Introduction

(b)

Interpretation: The products formed in the given reaction sequence, are to be stated.

Concept introduction: The Wittig reagent is synthesized in two steps. The first step is SN2 reaction of Ph3P with an alkyl/aryl halide to yield phosphonium salts. The second step is deprotonation of the phosphonium salts with a strong base (BuLi) to yield ylide. The Wittig reaction utilizes carbon nucleophile from the Wittig reagent to yield alkenes.

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Stereochemistry: Three possible answers- diastereomers, enantiomers OH CH₂OH I -c=0 21108 1101 41745 HOR CH₂OH IL Но CH₂OH TIL a. Compounds I and III have this relationship with each other: enantiomers b. Compounds II and IV have this relationship with each other: c. Compounds I and II have this relationship with each other: d. *Draw one structure that is a stereoisomer of II, but neither a diastereomer nor an enantiomer. (more than one correct answer)
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Chapter 18 Solutions

EBK ORGANIC CHEMISTRY

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