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Question

The major product formed when 1, 1, 1-trichloro-propane is treated with aqueous potassium hydroxide is:

A
propyne
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B
1-propanol
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C
2-propanol
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D
propionic acid
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Solution

The correct option is B propionic acid
The major product formed when 1, 1, 1-trichloro-propane is treated with aqueous potassium hydroxide is propionic acid.

Alc. KOH causes elimination in the molecule of haloalkane generally, while aq. KOH leads to substitution. Here. aq. KOH is used, substitution reaction is most preferable.

The most preferable reaction would be:

Cl3CCH2CH3+3KOH(aq)Heat−−(OH)3CCH2CH3+3KCl

More than one OH group cannot be present on the same carbon atom. In such a case, the compound will be extremely unstable and will readily lose a water molecule to form more stable aldehyde, ketone or carboxylic acid.

(HO)3CCH2CH3(HO)COCH2CH3+H2O


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