Question

An organic compound (A) has 76.6% C, 6.38% H. Its vapour density is 47. It gives characteristic colours with `FeCl_(3)` solution. (A) when treated with `CO_(2)` and `NaOH` at `120^(@)C` under pressure gives (B) which on acidification gives (C). (C) reacts with acetyl chloride to give (D) which is a well known pain killer. Identify (A), (B), (C) and (D) and also explain the reactions.

Answer 1

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 :