Reductive amination of excess formaldehyde with a primary amine leads to the formation of a dimethylated tertiary

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Reductive amination of excess formaldehyde with a primary amine leads to the formation of a dimethylated tertiary amine as the product (see the following example). Propose an explanation.

NABH,CN, CH,OH (CH3),CCH,NH, + 2 CH,=0 (CH3),CCH,N(CH3), 84% 2,2-Dimethylpropanamine N,N,2,2-Tetramethylpropanamine

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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Question Posted: May 11, 2020 04:00 AM

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Reductive amination of excess formaldehyde with a primary amine leads to the formation of a dimethylated tertiary

Question:

NABH,CN, CH,OH (CH3),CCH,NH, + 2 CH,=0 (CH3),CCH,N(CH3), 84% 2,2-Dimethylpropanamine N,N,2,2-Tetramethylpropanamine

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Presence of 2moles formaldehyde at first one mole of formaldehyde react ...View the full answer

Organic Chemistry structure and function

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