Question

Q: Which of these is not suitable starting material for preparing alkyl nitrile
tert-butyliodide
n-propyl bromide
isopropyl bromide​

Answer 1

Answer:

Option B is correct

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Answer 2

Which of these is not suitable starting material for preparing alkyl nitrile

Explanation:

Option A: Tert- butyl iodide

1. Nitriles are the nitrogen containing organic compounds with general formula R-CN.

2. Nitriles can be prepared using alkyl halides as starting material by Kolbe Nitrile Synthesis.

3. Kolbe nitrile synthesis is a SN2 reaction in which alkyl halide react with cyanide salt. Halide of alkyl group is replaced by cyanide group.

tert-butyl iodide forms a tertiary carbocation which makes it unsuitable for SN2 reaction. Three methyl groups create stearic hindrance for incoming cyanide nucleophile.