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An organic compound (A) having molecular...

An organic compound (A) having molecular formula `C_2 HCl_3 O` reduces Fehling's solution and on oxidation gives a monocarboxylic acid (B) with molecular formula `C_2 HCl_3 O_2`. Upon distillation with sodalime, (B) gives a sweet smelling liquid (C) containing 89.12% chlorine. (C) can also be obtained by heating (A) with alkali. Identity (A), (B) and (C) and explain the reactions involved.

Text Solution

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The simplest ratio between the atoms may be calculated as :
`C=76.6=76.6/12=6.38/1.06=6, H=6.38=6.38/1=6.38/1.06=6`
`O=17.02=17.02/16=1.06/1.06=1" "["Pencentage of "O=100-(76.6+6.38)=17.02]`
Empirical formula `=C_(6)H_(6)O`
Empirical formula mass `=6xx12+6xx1+16=94`
Molecular mass `=2 xx"Vapour density"=2xx47=94` (Given)
`n=("Molecular mass")/("Empirical formula mass")=94/94=1`
Molecular formula `=("Empirical formula")xxn=94xx1=94`
Since (A) give characteristic colour with aqueous `FeCl_(3)`, it must be a phenol of (A) is
The chemical reactions involved may be listed as follows :
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