Chemistry - ALCOHOL & ETHER Question with Solution | TestHub

Question Explanation:

The question asks to match organic compounds (Column I) that contain alpha-hydroxy groups, alpha diketones, or alpha-keto-alcohols with the products (Column II) formed upon oxidative cleavage using

periodic acid (HIO₄ or H₅IO₆ ).

Concept:

This question is based on Periodate Cleavage (HIO₄ or H₅IO₆ ), Oxidation of Vicinal Diols, alpha-

Diketones, and alpha-Hydroxy Carbonyl Compounds.

Solution:

(A) ${\mathrm{CH}}_3\mathrm{COCHO}\stackrel{{\mathrm{HIO}}_4}{\to }{\mathrm{CH}}_3\mathrm{COOH}+\mathrm{HCOOH}$

(B) 1,2-cyclohexane dione $\stackrel{{\mathrm{HIO}}_4}{\to }\mathrm{HOOC}{\left({\mathrm{CH}}_2\right)}_4\mathrm{COOH}$

(C) $\mathrm{PhCH}(\mathrm{OH})\mathrm{CHO}\stackrel{{\mathrm{HIO}}_4}{\to }\mathrm{PhCH}=\mathrm{O}+\mathrm{HCOOH}$

(D) ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{CH}(\mathrm{OH}){\mathrm{COCH}}_3\stackrel{{\mathrm{HIO}}_4}{\to }{\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{CHO}+{\mathrm{HOOCCH}}_3$