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Organic conversion

Benzamide to aniline

1 step: Hoffmann bromamide degradation

Class 12, Chapter 9 Amines

  1. H2NO
    BenzamideC₆H₅CONH₂Amide
  2. Step 1

    Br₂ + NaOH(aq)

    Hoffmann bromamide degradation
    i

    Hoffmann bromamide degradation removes the carbonyl carbon (benzamide, 7 C, gives aniline, 6 C).

    NH2
    AnilineC₆H₅NH₂Amine

Exam answer

  1. Step 1: Benzamide to aniline: Br₂ + NaOH(aq).
Why these reagents

Reagent and reason, step by step

  • Step 1: Benzamide to aniline: Br₂ + NaOH(aq) Hoffmann bromamide degradation removes the carbonyl carbon (benzamide, 7 C, gives aniline, 6 C).
Questions

Benzamide to aniline: quick answers

How many steps does it take to convert benzamide to aniline?

1 step: Benzamide, then aniline.

Which named reaction is used to convert benzamide to aniline?

Hoffmann bromamide degradation. An amide treated with bromine and aqueous or alcoholic NaOH gives a primary amine with one carbon atom fewer.

What is the reagent for step 1 of benzamide to aniline?

Benzamide to aniline: Br₂ + NaOH(aq). Hoffmann bromamide degradation removes the carbonyl carbon (benzamide, 7 C, gives aniline, 6 C).

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