ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
3rd Edition
ISBN: 9781119497479
Author: Klein
Publisher: WILEY
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Chapter 26.8, Problem 27CC
Interpretation Introduction

Interpretation:

A mechanism for the given transformation needs to be drawn.

Concept introduction:

Terpenes are constructed from dimethyl allyl pyrophosphate and isopentenyl pyrophosphate.  In the synthesis of terpene pyrophosphate is the leaving group as it is a weak base. Nucleophilic attack happens to form another carbocation.  Finally proton transfer happens to give the final product.

The terpene synthesis involves the following steps,

  • Loss of OPP (pyrophosphate group)
  • Nucleophilic attack
  • Deprotonation

To draw: a mechanism for the given transformation.

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