Question

An unknown compound $A{C}_8{H}_{10}{O}_3$ on acetylation with $C{H}_{3}COCl/Py$ forms acetyl derivative of whose MW is $280$ On treatment with $C{H}_2$ gives methyl ether of
having MW $182.$ The number of phenolic hydroxyls and alcoholic hydroxyls in the compound A will respectively be:

• A. $1,3$
• B. $3,1$
• C. $2,1$
• D. None of the above

Answer 1

The correct option is C $2,1$


c)No. of –OH groups by acetylation method=$\frac{280-MWofC8H10O3}{42}$ =$\frac{280-154}{42}$ = 3

No. of phenolic -OH =$\frac{MWofmethylether-MWofC8H10O3}{42}$ =$\frac{182-154}{14}$ = 2

Number of alcoholic groups = 3-2 =1