CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 25.16, Problem 16P
Interpretation Introduction

Interpretation:

The isoprene units in crocetin, crocin, safranal, and picrocrocin are to be identified.

Concept introduction:

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

The isoprene (C5H8) molecule has head and tail. The structure of isoprene (2-methyl-1,3-butadiene) is shown below:

CAREY: ORGANIC CHEMISTRY, Chapter 25.16, Problem 16P , additional homework tip  1

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

CAREY: ORGANIC CHEMISTRY, Chapter 25.16, Problem 16P , 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.

CAREY: ORGANIC CHEMISTRY, Chapter 25.16, Problem 16P , additional homework tip  3

Carotenoids belong to tetrapernoids and their structure resembles with β-carotene.

In Caroteneoids, two C20 units linked by the tail-to-tail fashion.

Safron is a mixture of compounds which comes from the carotenoid precursor.

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