
Concept explainers
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.

Interpretation: Compounds A, B, C and D are to be identified in the given synthesis of muscalure.
Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.
Answer to Problem 7.76P
Compounds A, B, C and D are
Explanation of Solution
Sodium hydride on reaction with
Therefore, compound A is
The compound A acts like a nucleophile and attack on the electron deficient carbon atom of
Therefore, compound B is
Compound B on reaction with strong base
Therefore, compound C is
The compound C acts like a nucleophile and attack on the electron deficient carbon atom of
Therefore, compound D is
Compound A, B, C and D is
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