Question

An organic liquid ${}^{\prime }{A}^{\prime }$ with acidified potassium dichromate gave product ${}^{\prime }{B}^{\prime }$. The compound ${}^{\prime }{B}^{\prime }$ on heating with methanol in presence of concentrated sulphuric acid formed compound ${}^{\prime }{C}^{\prime }$ which on subsequent treatment with sodium hydroxide formed two products ${}^{\prime }{D}^{\prime }$ and ${}^{\prime }{E}^{\prime }$. The product ${}^{\prime }{D}^{\prime }$ is known to affect the optic nerve causing blindness. Intake of ${}^{\prime }{D}^{\prime }$ in very small quantities can cause death. What are compounds ${}^{\prime }{A}^{\prime }{,}^{\prime }{B}^{\prime }{,}^{\prime }{C}^{\prime }{,}^{\prime }{D}^{\prime }$ and ${}^{\prime }{E}^{\prime }$?

• A. $A=Ethanol,B=Ethanoicacid,C=Methanol,D=Sodiumacetate,E=Methylethanoate$
• B. $A=Ethanol,B=Ethanoicacid,C=Methylethanoate,D=Methanol,E=Sodiumacetate$
• C. $A=Sodiumacetate,B=Ethanoicacid,C=Methylethanoate,D=Methanol,E=Ethanol$
• D. $A=Ethanol,B=Ethanoicacid,C=Methylethanoate,D=Sodiumacetate,E=Methanol$

Answer 1

The correct option is B $A=Ethanol,B=Ethanoicacid,C=Methylethanoate,D=Methanol,E=Sodiumacetate$

$\underset{\left(A\right)}{C{H}_{3}C{H}_{2}OH+2\left[O\right]}\underset{K_{2}C{r}_2{O}_7}{\stackrel{Acidified}{\to }}\underset{\left(B\right)}{C{H}_{3}COOH}+H_{2}O$

$C{H}_{3}COOH+C{H}_{3}OH\stackrel{conc.H_{2}S{O}_4}{\to }\underset{\left(C\right)}{C{H}_{3}COOC{H}_3}+H_{2}O$

$C{H}_{3}COOC{H}_3+NaOH\to \underset{\left(D\right)}{C{H}_{3}OH}+\underset{\left(E\right)}{C{H}_{3}COONa}$.

Methanol ($C{H}_{3}OH$) is particularly toxic to the optic nerve, leading to acute blindness.

Option B is correct.