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SolutionsReactivity

1. Products

Give the product of N,N-dimethylbenzamide with: a) H3O+ and heat; b) LiAlH4, then H2O; c) NaBH4 in methanol.

  1. Benzoic acid and dimethylammonium.
  2. N,N-Dimethylbenzylamine, C6H5CH2N(CH3)2.
  3. No reaction.

2. Hofmann rearrangement

Which amine does butanamide give with Br2 and NaOH? How many carbons does it have?

Propylamine, CH3CH2CH2NH2: one carbon fewer, because the carbonyl is lost as CO2.

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