Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 23, Problem 2PP
Interpretation Introduction

Interpretation:

The isoprene units in the given compounds are to be shown and each of them as per their isoprene units are to be classified.

Concept introduction:

Essential oils are mixtures of odoriferous compounds that are extracted from plants by heating or steam distillation. These essential oils have important chemical composition of hydrocarbons called terpenes and oxygen-containing compounds called terpenoids.

A single isoprene unit consists of 5-carbon atoms with double bonds, and its chemical formula is 2methyl1,3butadiene. The structural formulae of isoprene and its single isoprene unit is as follows:

Organic Chemistry, Chapter 23, Problem 2PP

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(a) Show the isoprene units in each of the following terpenes.(b) Classify each as a monoterpene, sesquiterpene, terpene,etc.
Propose structure and give correct IUPAC names for the following: (a) A cyclic alkane with three methyl groups   (b) A diethyldimethylhexane
Biphenyl has the following structure.(a) Is biphenyl a (fused) polynuclear aromatic hydrocarbon?(b) How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?(c) The heat of hydrogenation for biphenyl is about 418 kJ>mol (100 kcal>mol). Calculate theresonance energy of biphenyl.(d) Compare the resonance energy of biphenyl with that of naphthalene and with that of two benzene rings. Explain thedifference in the resonance energies of naphthalene and biphenyl.
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