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Question

When 1,2 dibromodecane was treated with potassium hydroxide in aqueous ethanol, it yielded a mixture of three isomeric compounds was converted to 1-decyne on reaction with sodium amide in dimethyl sulphoxide. Identify these three compounds.

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Solution

The treatment of 1,2 dibromodecane with KOH in aqueous ethanol gives three isomeric compounds due to dehydrobromination (loss of one HBr molecule).
These compounds on treatment with sodium amide in dimethyl sulphoxide gives 1-decyne.
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