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A Alkynes can be made by dehydrohalogenation of vinylic halides in a reaction that is essentially an E2 process. In

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A Alkynes can be made by dehydrohalogenation of vinylic halides in a reaction that is essentially an E2 process. In studying the stereochemistry of this elimination, it was found that (Z)-2-chloro-2-butenedioic acid reacts 50 times as fast as the corresponding E isomer. What conclusion can you draw about the stereochemistry of eliminations in vinylic halides? How does this result compare with eliminations of alkylhalides?

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H CI |НO2с — С%3с—содн 1. Na* "NH2 2. Hзо* но-с—с3с-соон

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CO H Z 2 Chloro 2 butene 1 4 dioic acid HO C H HO C E 2 Chloro 2 butene 1 4 dioic aci…View the full answer


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Organic Chemistry

Organic Chemistry

ISBN: 9780495112587

7 Edition

Authors: John McMurry

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Question Posted: March 08, 2011 03:47:51
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