CH3 NaNH2 ? -CI liquid NH3

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter25: Enolate & Enol Nucleophiles
Section: Chapter Questions
Problem 11E
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Question
The nucleophilic aromatic substitution reaction shown in the box
proceeds via a benzyne intermediate and results in two organic
products. What are structures of these products?
CH3
NaNH2
CI
liquid NH3
A)
CH3
CH3
CH3
CH2NH2
B)
+
CI
+
-NH2
-NH2
NH2
C)
CH3
D)
CH3
CH3
CH3
-NH2
-NH2
-NH2
NH2
NH2
A
В
Transcribed Image Text:The nucleophilic aromatic substitution reaction shown in the box proceeds via a benzyne intermediate and results in two organic products. What are structures of these products? CH3 NaNH2 CI liquid NH3 A) CH3 CH3 CH3 CH2NH2 B) + CI + -NH2 -NH2 NH2 C) CH3 D) CH3 CH3 CH3 -NH2 -NH2 -NH2 NH2 NH2 A В
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