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Question

Which one of the following compounds is resistant to nucleophilic attack by hydroxyl ions?

A
Diethyl ether
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B
Acetonitrile
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C
Acetamide
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D
Methyl acetate
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Solution

The correct option is A Diethyl ether
Diethyl ether is a saturated compound, so it is resistant to nucleophilic attack by a hydroxyl ion (OH). Other compounds have unsaturation and the unsaturated C atom bears partial +ve charge, therefore they undergo easy nucleophilic attack by OH ion.

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