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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. NaH CH3(CH2),CH,Br A NaH H-C=C-H в H2 + + H2 CHg(CH2)11CH2B H H addition of H2 C=C D CH3(CH2),CH2 CH2(CH2)1,CHg (1 equiv) muscalure

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. NaH CH3(CH2),CH,Br A NaH H-C=C-H в H2 + + H2 CHg(CH2)11CH2B H H addition of H2 C=C D CH3(CH2),CH2 CH2(CH2)1,CHg (1 equiv) muscalure

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 45AP
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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. NaH CH3(CH2),CH,Br A NaH H-C=C-H в H2 + + H2 CHg(CH2)11CH2B H H addition of H2 C=C D CH3(CH2),CH2 CH2(CH2)1,CHg (1 equiv) muscalure
Transcribed Image Text: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. NaH CH3(CH2),CH,Br A NaH H-C=C-H в H2 + + H2 CHg(CH2)11CH2B H H addition of H2 C=C D CH3(CH2),CH2 CH2(CH2)1,CHg (1 equiv) muscalure
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