Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 13, Problem 13.12P
Interpretation Introduction

Interpretation:

How 3, 4-dimethylhex-2-ene can be synthesized via two different precursors, with the leaving group on C2 or on C3, is to be shown.

Concept introduction:

In a retrosynthetic analysis, the position and the substitution of the double bond in the product must be taken into account when determining the precursor. The substituents on the double bond and on the adjacent carbon atoms determine if the product is a Zaitsev product or a Hofmann product. This, in turn, will determine the position and nature of the leaving group and the nature of the base.

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n Feb 3 A T + 4. (2 pts) Draw the structure of the major component of the Limonene isolated. Explain how you confirmed the structure. 5. (2 pts) Draw the fragment corresponding to the base peak in the Mass spectrum of Limonene. 6. (1 pts) Predict the 1H NMR spectral data of R-Limonene. Proton NMR: 5.3 pon multiplet (H Ring
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