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Question
Explain the following reaction with a suitable example.
Hofmann elimination reaction
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Solution
- When tetraalkylammonium halide is heated with moist silver oxide, it gives quaternary ammonium hydroxide.
- Quaternary ammonium hydroxides on strong heating undergo β-elimination to give an alkene. This reaction is called Hofmann elimination.
- The least substituted alkene is obtained as a major product (in contrast to Saytzeff elimination).
e.g. Hofmann elimination reaction of N, N, N-Triethylpropylammonium iodide
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(ii)

(iii)

(iv)

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\[\begin{array}{cc}
\ce{O}\phantom{.......................}\\
||\phantom{.......................}\\
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\end{array}\]
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