Alcohols Phenols And Ethers Question 82

Question: What is the major product 6f the following reaction- $ CH_3-\overset{OH}{\mathop{\overset{|}{\mathop{C}}}}H-CH_2-CH_2-OH $ $ \xrightarrow[Pyridinecold]{CrO_3}\Pr oduct $

Options:

A) $ CH_3-\overset{OH}{\mathop{\overset{|}{\mathop{C}}}}H-CH_2-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-H $

B) $ CH_3-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-CH_2-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-H $

C) $ CH_3-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-CH_2-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-OH $

D) $ CH_3-\overset{OH}{\mathop{\overset{|}{\mathop{C}}}}H-CH_2-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-OH $

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Answer:

Correct Answer: B

Solution:

[b] $ CrO_3 $ / pyridine is mild oxidising agent. $ 1{}^\circ $ Alcohol $ \to $ Aldehyde $ 2{}^\circ $ Alcohol $ \to $ Ketone; $ CH_3-\overset{OH}{\mathop{\overset{|}{\mathop{C}}}}H-CH_2-CH_3-OH\xrightarrow{CrO_3} $

$ CH_3-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-CH_2-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-H $