An organic compound (A) contains `87.27%` C and `13.73%` H. Its vapour density is 55. Ozonolysis of
Channel: Doubtnut
Date: 02/08/2020

An organic compound (A) contains `87.27%` C and `13.73%` H. Its vapour density is 55. Ozonolysis of (A) gives three compounds (B), (C ), and (D). (B) undergoes a positive iodoform reaction and reacts with phenylhdrazine. Compounds (C ) and (D) are not positive to Iodoform test. (C ) on controlled oxidation gives (E ) `(C_(4)H_(6)O_(4))` , which reacts with two equivalents of NaOH for complete neutralisation. (E) on heating above its melting point yields (F) `(C_(4)H_(4)O_(3))` along with `H_(2)O`. Compound D reacts with NaOH solution to form (G) and (H). Acidified solution of (G) yields with a voltile acid (I) which reduces ammonical `AgNO_(3)` solution. (I) undergoes reduction with `LiAlH_(4)` to produce (H). Assign structures for the lettered compounds (A) to (I).