:0: CH3 CH3 imary amines add to aldehydes and ketones to give imines. Imines are formed in a reversible, acid-catalyzed process that begins with nucleophilic addition of the primary amine to the carbony oup, followed by transfer of the proton to yield a neutral carbinolamine. Protonation of the hydroxyl group converts it into a good leaving group and an E1-like loss of water yields an iminium i protonation yields the product imine and regenerates the acid catalyst. aw curved arrows to show the movement of electrons in this step of the mechanism. row-pushing Instructions AC XT NH₂OH NH₂OH Ph- CH3 -NH₂OH CH3
:0: CH3 CH3 imary amines add to aldehydes and ketones to give imines. Imines are formed in a reversible, acid-catalyzed process that begins with nucleophilic addition of the primary amine to the carbony oup, followed by transfer of the proton to yield a neutral carbinolamine. Protonation of the hydroxyl group converts it into a good leaving group and an E1-like loss of water yields an iminium i protonation yields the product imine and regenerates the acid catalyst. aw curved arrows to show the movement of electrons in this step of the mechanism. row-pushing Instructions AC XT NH₂OH NH₂OH Ph- CH3 -NH₂OH CH3
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![N
Ph
:0:
CH3
Primary amines add to aldehydes and ketones to give imines. Imines are formed in a reversible, acid-catalyzed process that begins with nucleophilic addition of the primary amine to the carbonyl
group, followed by transfer of the proton to yield a neutral carbinolamine. Protonation of the hydroxyl group converts it into a good leaving group and an E1-like loss of water yields an iminium ion.
Deprotonation yields the product imine and regenerates the acid catalyst.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
CH3
NH₂OH
NH₂OH
Ph-
:0:
OH
CH3
CH3
36](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F98300f68-cb9e-4c94-97bf-c558b3a74855%2F9f61b6bd-76d2-40ed-8444-68a77645a8de%2F4y3t2v_processed.jpeg&w=3840&q=75)
Transcribed Image Text:N
Ph
:0:
CH3
Primary amines add to aldehydes and ketones to give imines. Imines are formed in a reversible, acid-catalyzed process that begins with nucleophilic addition of the primary amine to the carbonyl
group, followed by transfer of the proton to yield a neutral carbinolamine. Protonation of the hydroxyl group converts it into a good leaving group and an E1-like loss of water yields an iminium ion.
Deprotonation yields the product imine and regenerates the acid catalyst.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
CH3
NH₂OH
NH₂OH
Ph-
:0:
OH
CH3
CH3
36
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