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A neutral organic compound A (C_(5)H_(8)O_(2)) does not decolorize Bayer.s reagent and on hydrolysis with dilute H_(2)SO_(4) produces B (C_(2)H_(10)O_(3)), which is diastereomeric. B on heating with concentrated H_(2)SO_(4) undergoes dehydration producing C (C_(5)H_(8)O_(2)), which shows geometrical isomerism. Also B on treatment with acidic dichromate solution produced D(C_(5)H_(8)O_(2)), which is enantiomeric and gives a yellow precipitate with NaOI. D on gentle heating produces E (C_(4)H_(8)O),which is non-resolvable. Compound (C) is |
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