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An organic compound A $(C_{5} H_{10} O_{2})$ reacts with Br₂in presence of phosphorous to produce B which can be resolved into enantiomers. B on dehydrobromination yields C(C₅H₈O₂) which does not show stereoisomerism. C on decarboxylation gives an alkene which on further ozonolysis gives D and E. D gives Fehling’s test but E does not. The correct identity of these compounds are

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An Intiative by Sri Chaitanya

A is (CH₃)₂CHCH₂COOH

B is (CH₃)₂CHCHBrCOOH

C is (CH₃)₂C==CHCOOH

E is acetone

answer is A, B, C, D.

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Dehydration products of carboxylic acids.

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