ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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Chapter 25.7, Problem 9P
Interpretation Introduction

Interpretation:

The isoprene unit in β-carotene and the carbon which joined by the tail to tail link between isoprene unit is to be identified.

Concept introduction:

The terpenes are the repeating isoprene units.

The isoprene unit is nothing but the carbon skeleton of isoprene without double bonds.

The isoprene molecule has head and tail. The structure of isoprene (2-methyl-1,3-butadiene) is shown below:

ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE, Chapter 25.7, Problem 9P , additional homework tip  1

The isoprene units are together linked in head-to-tail configuration. The tail of the first isoprene molecule joins with the head of the second isoprene molecule.

ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE, Chapter 25.7, Problem 9P , additional homework tip  2

In higher terpenes, tail-to-tail linkage can also occur. The tail of the first isoprene molecule joins with the tail of the second isoprene molecule.

ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE, Chapter 25.7, Problem 9P , additional homework tip  3

As the terpenes forms by isomerization of isoprene unit, both the double bonds of isoprene may not be present in the structure of terpenes.

On the basis of number of isoprene units (C5H8)n or number of carbon atoms, the terpenes are classified as monoterpenes, sesquiterpenes, diterpenes, triterpenes, and tetraterpenes.

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