ORGANIC CHEMISTRY W/OWL
ORGANIC CHEMISTRY W/OWL
9th Edition
ISBN: 9781305717527
Author: McMurry
Publisher: CENGAGE C
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Chapter 29.7, Problem 12P
Interpretation Introduction

Interpretation:

The pro-R or pro-S hydrogen removed from citrate during the dehydration in step 2 of the citric acid cycle.

ORGANIC CHEMISTRY W/OWL, Chapter 29.7, Problem 12P , additional homework tip  1

Concept introduction:

A molecule is said to be pro chiral, if it can be converted from achiral to chiral a single chemical step.

For instance, an unsymmetrical ketone like 2-butanone is pro chiral because it can be converted to the chiral alcohol 2-butanol, by the addition of hydrogen.

ORGANIC CHEMISTRY W/OWL, Chapter 29.7, Problem 12P , additional homework tip  2

Which enantiomer of 2-butanol is produced depends on which face of the planar carbonyl undergoes reaction to distinguish between the possibilities, the stereo chemical description Re and Si (announced ‘ray’ and ‘sigh’) are used.

The concept of this designation is as follows: Rank the three groups attached to the trigonal, sp2 hybridized carbon according to the conventional Cahn-In gold-Prelog (CIP) system and imagine curved among from the highest to second highest, to third highest ranked substituents.

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