Starting from bromobenzene and ________ as the only source of carbon atoms, 1-phenylcyclohexene can be synthesized using a Corey-Posner/Whitesides-House coupling reaction.
A) 1-iodocyclohexene
B) 3-iodocyclohexene
C) iodocyclohexane
D) (iodomethyl)cyclohexane

Question

Quizplus · Accepted Answer

The Corey-Posner/Whitesides-House coupling reaction involves the conversion of an aryl halide (in this case, bromobenzene) to a lithium aryl species which can then react with an alkyl halide (in this case, 1-iodocyclohexene) to form a new carbon-carbon bond. Therefore, choice A, 1-iodocyclohexene, would be the best choice as the alkyl halide needed for the reaction.

Starting from Bromobenzene and ________ as the Only Source of Carbon