Answered: (1) 2 (CHP Hg, Pt Br A (C4SH40P2) B…

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(1) 2 (CHP Hg, Pt Br A (C4SH40P2) B (C3yHy2) C (C3)H70) (2) 2 RLI

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 40MP

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

The structure of the sex pheromone (attractant) of the female tsetse fly has been confirmed by the following synthesis. Compound C appears to be identical to the natural pheromone in all respects (including the response of the male tsetse fly). Provide structures for A,B, and C.

Draw the mechanism!

(1) 2 (CHs),P
H2, Pt
→C (C3H76)
Br-
Br
A (C4SH4P2)
B (C3yH72)
(2) 2 RLI

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