EBK A SMALL SCALE APPROACH TO ORGANIC L
EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN: 9781305446021
Author: Lampman
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 13, Problem 3Q
Interpretation Introduction

Interpretation:

According to the terpene rule, the structure of caryophyllene needs to be explained.

Concept introduction:

Terpene rule or isoprene rule states that terpenoids structures are obtained by linking isoprene unit. Isoprene (2-methyl-1, 3-butadiene) is the monomer of natural rubber.

Expert Solution & Answer
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Answer to Problem 3Q

The structure of caryophyllene fits in the terpene rule as caryophyllene contains a moiety which is similar to the polyisoprene unit.

Explanation of Solution

The structure of caryophyllene is represented as follows:

  EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 13, Problem 3Q , additional homework tip  1

The polymerization of isoprene is represented as follows:

  EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 13, Problem 3Q , additional homework tip  2

Polymerization of isoprene leads to a basic structure that is present in all terpenoids (shown in red). Similarly, caryophyllene also has a similar moiety (shown red) as present in terpenoids. Thus, the structure of caryophyllene fits in the terpene rule.

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