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Question no. 14772

The reaction of vinyl acetylene with hydrochloric acid produces___________________?

Select your answer for: The reaction of vinyl acetylene with hydrochloric acid produces___________________?
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Answer: C. Chloroprene

Explanation

The addition of hydrogen chloride to vinyl acetylene produces chloroprene, which is the monomer used to manufacture neoprene rubber. Hydrochloric acid adds across the conjugated system of vinyl acetylene in a controlled 1,4-addition reaction. This specific chemical transformation selectively installs a chlorine atom at the correct carbon position to form 2-chlorobut-1,3-diene. Vinyl acetylene is an important organic intermediate containing both a double and a triple carbon-carbon bond. Chloroprene is the common chemical name for 2-chlorobutadiene, a highly reactive diene used in polymerization. Polymerizing chloroprene yields polychloroprene, commonly known commercially as synthetic neoprene rubber.

Divinyl acetylene is formed through the dimerization of acetylene rather than the reaction with hydrochloric acid. Ethylidene dichloride is a geminal dichloroalkane produced by reacting acetylene with hydrogen chloride under different conditions. Trichlorobutane molecules contain far too many chlorine atoms to be the direct product of this specific addition pathway.

Subject
Chemistry
Category
Chemistry
Topic
—
Difficulty
medium

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