Answered: KNH2 + KCI NH3 ČI -30 °C NH2 chloro is…

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KNH2 + KCI NH3 ČI -30 °C NH2 chloro is only moderately electron-withdrawing traditional SAr reactions require heat !

Fundamentals Of Analytical Chemistry

9th Edition

ISBN:9781285640686

Author:Skoog

Publisher:Skoog

Chapter7: Statistical Data Treatment And Evaluation

Section: Chapter Questions

Problem 7.9QAP

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Question

100%

In this reaction, why doesn't the NH2 group trigger an elimination instead of the substitution reaction seen in the picture?

Why can't the -NH2 remove a proton, causing the C-H bond to collapse and form a triple bond (benzyne), and the Cl is removed as a leaving group?

KNH2
+ KCI
NH3
-30 °C
NH2
traditional SAr
reactions require
chloro is only
moderately
electron-withdrawing
heat !

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