ORGANIC CHEMISTRY..LL W/SM, SG,SM ACCES
ORGANIC CHEMISTRY..LL W/SM, SG,SM ACCES
3rd Edition
ISBN: 9781119637608
Author: Klein
Publisher: WILEY
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Chapter 23, Problem 53PP

(a)

Interpretation Introduction

Interpretation:

The structures of compounds 1,2 and 3 and also the reason behind why A gives only one Simmons–Smith product should be explained.

Concept Introduction:

Grubbs catalyst: This catalyst is used to achieve alkene metathesis. It contain transition metal namely Ru which is doubly bonded with carbon atom.

  ORGANIC CHEMISTRY..LL W/SM, SG,SM ACCES, Chapter 23, Problem 53PP , additional homework tip  1

Reaction of an alkene with Grubbs, the vinyl positions in given alkene is separated from each other and finally fragments are recombined. The reaction is as follows,

    ORGANIC CHEMISTRY..LL W/SM, SG,SM ACCES, Chapter 23, Problem 53PP , additional homework tip  2

Simmons – Smith reaction: It involves reaction of alkenes with organozinc reagent that is ICH2ZnI which results in formation of three–membered ring. This is a concerted reaction in which the configuration of starting alkene is preserved.

(b)

Interpretation Introduction

Interpretation:

The relationship between 2 and 3 should be identified.

Concept Introduction:

Enantiomers: They are chiral molecules that are mirror images of one another and are non-superimposable. Chiral molecules with one or more stereocenters can be enantiomers.

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Chapter 23 Solutions

ORGANIC CHEMISTRY..LL W/SM, SG,SM ACCES

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