Br NaH H-C=C-H NaH Br + H2 addition of H2 (1 equiv) muscalure

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter31: Immunochemistry
Section: Chapter Questions
Problem 31.6P
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Muscalure, the sex pheromone of the common housefly, can be prepared by a reaction sequence that uses two nucleophilic substitutions. Identify compounds A–D in the following synthesis of muscalure.

Br
NaH
H-C=C-H
NaH
Br
+ H2
addition of H2
(1 equiv)
muscalure
Transcribed Image Text:Br NaH H-C=C-H NaH Br + H2 addition of H2 (1 equiv) muscalure
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