Carboxylic Acids Question 125

Question: $ CH_3COOC_2H_5 $ with excess of $ C_2H_5MgBr $ and hydrolysis gives

[MH CET 2004]

Options:

A) $ \underset{\begin{smallmatrix} \ \ \ \ \ \ \ \ \ | \\ C_2H_5 \end{smallmatrix}}{\mathop{CH_3-C=O}} $

B) $ \overset{\overset{C_2H_5}{\mathop{|}}}{\mathop{\underset{\underset{C_2H_5}{\mathop{|}}}{\mathop{CH_3-C-OH}}}} $

C) $ \underset{\underset{CH_3}{\mathop{|}}}{\mathop{CH_3-C=O}} $

D) $ \overset{\overset{C_2H_5}{\mathop{|}}}{\mathop{\underset{\underset{CH_3}{\mathop{|}}}{\mathop{CH_3-C=O}}}} $

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Answer:

Correct Answer: B

Solution:

$ CH_3-\overset{\overset{O}{\mathop{|\ |}}}{\mathop{\underset{Ester}{\mathop{C}}}}-OC_2H_5+C_2H_5MgBr\to $

$ \underset{\underset{C_2H_5}{\mathop{|}}}{\mathop{\overset{\overset{OC_2H_5}{\mathop{|}}}{\mathop{CH_3-C-OMgBr}}}}\xrightarrow{-Mg(OC_2H_5)Br}\underset{\underset{C_2H_5}{\mathop{|}}}{\mathop{CH_3-C=O}} $

$ \xrightarrow{C_2H_5MgBr}\underset{\underset{C_2H_5}{\mathop{|}}}{\mathop{\overset{\overset{C_2H_5}{\mathop{|}}}{\mathop{CH_3-C-OMgBr}}}}\underset{H.OH}{\mathop{\xrightarrow{-Mg(OH)Br}}} $

$ \underset{\underset{C_2H_5}{\mathop{|}}}{\mathop{\overset{\overset{C_2H_5}{\mathop{|}}}{\mathop{H_3C-C-OH}}}} $ 3° alcohol