In the elimination of a vicinal dihalide to yield an internal alkyne, two equivalents of NANH2 are required-one for each equivalent of HX that is eliminated. When the product is a terminal alkyne, however, three equivalents of NaNH2 are required. Explain why. Br 2 equiv NaNH, Br Br Br 1.3 equiv NaNH, 2. H,0

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
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10.59 In the elimination of a vicinal dihalide to yield an internal alkyne, two equivalents of NaNH2
are required-one for each equivalent of HX that is eliminated. When the product is a terminal
alkyne, however, three equivalents of NaNH2 are required. Explain why.
Br
2 equiv NANH,
Br
Br
Br 1.3 equiv NaNH,
2. H20
Transcribed Image Text:10.59 In the elimination of a vicinal dihalide to yield an internal alkyne, two equivalents of NaNH2 are required-one for each equivalent of HX that is eliminated. When the product is a terminal alkyne, however, three equivalents of NaNH2 are required. Explain why. Br 2 equiv NANH, Br Br Br 1.3 equiv NaNH, 2. H20
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