Dolbier HW Solutions 532

Dolbier HW Solutions 532 - 626 AMINES (d ) Acetyl chloride...

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( d ) Acetyl chloride reacts with benzylamine to form an amide. ( e ) Acetic anhydride also gives an amide with benzylamine. ( f ) Primary amines react with ketones to give imines. ( g ) These reaction conditions lead to reduction of the imine formed in part ( f ). The overall reac- tion is reductive amination. ( h ) Amines are nucleophilic and bring about the opening of epoxide rings. ( i ) In these nucleophilic ring-opening reactions the amine attacks the less sterically hindered car- bon of the ring. ( j ) With excess methyl iodide, amines are converted to quaternary ammonium iodides. C 6 H 5 CH 2 NH 2 1 Benzylamine C 6 H 5 CH 2 N(CH 3 ) 3 I 2 Benzyltrimethylammonium iodide Methyl iodide 3CH 3 I 1 C 6 H 5 CH 2 NH 2 C 6 H 5 CH 2 NHCH 2 CHCH 3 1 Benzylamine 1-( N -Benzylamino)-2-propanol 1,2-Epoxypropane H 2 C CHCH 3 O OH C 6 H
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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