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Question

L-isomer of a compound 'A' (C4H8O4) gives a positive test with [Ag(NH3)2]+. Treatment of 'A' with acetic anhydride yields triacetate derivative. Compound 'A' produces an optically active compound (B) and an optically inactive compound (C) on treatment with bromine water and HNO3 respectively. Compound (A) is:

A

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B


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C

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D

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Solution

The correct option is B




When (A) is heated with acetic anhydride, acetylation ocurs and OH group is replaced by
and hence, triacetate is formed.


Option C has OH on right hand side so it is not L-isomer.

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