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Haloalkanes and Haloarenes
Nitrile to Amide to Hofmann Bromamide Reaction Sequence
1 question from 1 paper, each with its answer.
- question
- 1
- paper
- 1
- years asked, 2017–2026
- 1 of 10
- of Haloalkanes and Haloarenes
- 1.82%
Concepts tested
- Multi-step conversion via nitrile, partial hydrolysis, and Hofmann degradation
All Questions
2024 1 question
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Identify the major product C formed in the following reaction sequence: $CH_3-CH_2-CH_2-I \xrightarrow{NaCN} A \xrightarrow[\text{Partial hydrolysis}]{OH^-} B \xrightarrow[Br_2]{NaOH} C \text{(major)}$$CH_3-CH_2-CH_2-I \xrightarrow{NaCN} CH_3-CH_2-CH_2-CN$ (A) (nucleophilic substitution) $CH_3-CH_2-CH_2-CN \xrightarrow[Partial\ hydrolysis]{OH^-} CH_3-CH_2-CH_2-CONH_2$ (B) $CH_3-CH_2-CH_2-CONH_2 \xrightarrow{NaOH/Br_2} CH_3-CH_2-CH_2-NH_2$ (C) (Hofmann bromamide degradation – one carbon less) So the major product C is propylamine.