ORGANIC CHEMISTRY-ACCESS
ORGANIC CHEMISTRY-ACCESS
6th Edition
ISBN: 9781260475586
Author: SMITH
Publisher: MCG
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Chapter 8.2, Problem 4P
Interpretation Introduction

(a)

Interpretation: The double bonds in (E)-ocimene which can exhibit stereoisomerism are to be stated.

Concept introduction:If there are four different groups attached to a double bond, then it can exhibit stereoisomerism. If there are same groups attached to a double bond, then that double bond cannot show stereoisomerism.

Interpretation Introduction

(b)

Interpretation:Diastereoisomer of (E)-ocimene is to be drawn.

Concept introduction:Diastereoisomers are the compounds which have non-superimposable non mirror images. Diastereoisomerism can occur when two or more stereoisomers differ in configurations at one or morestereocentres.

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(a) Which double bonds in (E)-ocimene, a major component of the odor of lilac owers, can exhibit stereoisomerism? (b) Draw a diastereomer of (E)-ocimene.
Eleostearic acid is an unsaturated fatty acid obtained from the seeds of the tung oil tree (Aleurites fordii), a deciduous tree native to China. (a) Draw the structure of a stereoisomer that has a higher melting point than eleostearic acid. (b) Draw the structure of a stereoisomer that has a lower melting point.
A is a toxin produced by the poisonous seaweed Chlorodesmis fastigiata. (a) Label each alkene that exhibits stereoisomerism as E or Z. (b) Draw a stereoisomer of A that has all Z double bonds.

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