Many primary amines, RNH2, where R is a carboncontainingfragment such as CH3, CH3CH2, and so on,undergo reactions where the transition state is tetrahedral.(a) Draw a hybrid orbital picture to visualize thebonding at the nitrogen in a primary amine (just use a Catom for “R”). (b) What kind of reactant with a primaryamine can produce a tetrahedral intermediate?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
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Many primary amines, RNH2, where R is a carboncontaining
fragment such as CH3, CH3CH2, and so on,
undergo reactions where the transition state is tetrahedral.
(a) Draw a hybrid orbital picture to visualize the
bonding at the nitrogen in a primary amine (just use a C
atom for “R”). (b) What kind of reactant with a primary
amine can produce a tetrahedral intermediate?

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