Alcohols Phenols And Ethers Question 250

Question: An organic compound X on treatment with acidified $ K_2Cr_2O_7 $ gives a compound Y which reacts with $ I_2 $ and sodium carbonate to form tri-odomethane. The compound X is

[KCET 1996]

Options:

A) $ CH_3OH $

B) $ CH_3-CO-CH_3 $

C) $ CH_3CHO $

D) $ CH_3CH(OH)CH_3 $

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Answer:

Correct Answer: D

Solution:

$ \underset{{}}{\mathop{CH_3-\underset{OH}{\mathop{\underset{|}{\mathop{CH}}}}-CH_3}}\underset{H_2SO_4}{\mathop{\xrightarrow{K_2Cr_2O_7}}}CH_3-\underset{O}{\mathop{\underset{||}{\mathop{C}}}}-CH_3 $

$ \underset{I_2}{\mathop{\xrightarrow{NaOH}}}\underset{Yellowppt}{\mathop{CHI_3}}+CH_3COONa $