Delydrobalogenation of vinyi halides is essentially an E2 process. A stereochemical study revesled that (Zp-2-chloro-2-butendioic acid rescted 50 times faster than its E stereoisomer. COH 1. Na+ NH, 2. H,0" HO,C-c=c-co,H For the reaction below: 1. Na* NH2 2. H,0 Ph Daw the structue of the major organic product.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section9.7: Experimental Evidence For E1 And E2 Mechanisms
Problem 9.7P
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Dehydrohalogenation of vinyl halides is essentially an E2 process. A stereochemical study revealed that (Z)-2-chloro-2-butendioic acid reacted 50 times faster than its E stereoisomer.
1. Na+ NH2
HO,C-c=c-co,H
2. H,о
For the reaction below:
Br
1. Na* NH2
2. H3O*
H
Ph
a Draw the structure of the major organic product.
Transcribed Image Text:Dehydrohalogenation of vinyl halides is essentially an E2 process. A stereochemical study revealed that (Z)-2-chloro-2-butendioic acid reacted 50 times faster than its E stereoisomer. 1. Na+ NH2 HO,C-c=c-co,H 2. H,о For the reaction below: Br 1. Na* NH2 2. H3O* H Ph a Draw the structure of the major organic product.
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