Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 27.SE, Problem 41AP
Interpretation Introduction

Interpretation:

Given that vaccenic acid, C18H34O2, gives heptanal and 11-oxoundecanoic acid [OHC(CH2)9COOH] on ozonolysis. It is converted into lactobacillic acid when treated with CH2I2/Zn(Cu). The structures of both vaccenic acid and lactobacillic acids are to be given.

Concept introduction:

Ozonolysis followed by zinc treatment cleaves the double bond in an alkene to yield carbonyl compounds. An oxygen atom gets attached to the carbons originally in the double bond. When an alkene is treated with CH2I2/Zn(Cu), -CH2- group gets added to the double bond to yield a cyclopropane derivative.

To give:

The structures of both vaccenic acid and lactobacillic acids.

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Chapter 27 Solutions

Organic Chemistry

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