Alcohols Phenols And Ethers Question 98
Question: Which of the following are intermediates in the reaction of excess of $ CH_3MgBr $ with $ C_6H_5COOC_2H_5 $ to make 2-phenyl - 2-propanol-
A. $ C_6H_5-\underset{CH_3}{\overset{OMgBr}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}}}}-OCH_2CH_3 $ B. $ C_6H_5-\underset{{}}{\overset{O}{\mathop{\underset{{}}{\overset{||}{\mathop{C}}}}}}-CH_3 $ C. $ C_6H_5-\underset{CH_3}{\overset{OMgBr}{\mathop{\underset{|}{\overset{||}{\mathop{C}}}}}}-CH_3 $
Options:
A) A and B
B) A, B and C
C) A and C
D) B and C
Show Answer
Answer:
Correct Answer: B
Solution:
[b] $ C_6H_5-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-OC_2H_5+CH_3MgBr\xrightarrow{{}} $
$ \underset{(A)}{\mathop{C_6H_5-\underset{CH_3}{\mathop{\underset{|}{\mathop{\overset{OMgBr}{\mathop{\overset{|}{\mathop{C}}}}}}}}-OC_2H_5}}\xrightarrow{{}}\underset{(B)}{\mathop{C_6H_5-\underset{CH_3}{\mathop{\underset{|}{\mathop{\overset{O}{\mathop{\overset{||}{\mathop{C}}}}}}}}-C_2H_5OMgBr}} $
$ \underset{(C)}{\mathop{\xrightarrow{CH_3MgBr}C_6H_5-\underset{CH_3}{\mathop{\underset{|}{\mathop{\overset{OMgBr}{\mathop{\overset{|}{\mathop{C}}}}}}}}-CH_3}}\xrightarrow{H_3{O^{+}}} $
$ \underset{{}}{\mathop{C_6H_5-\underset{CH_3}{\mathop{\underset{|}{\mathop{\overset{OH}{\mathop{\overset{|}{\mathop{C}}}}}}}}-CH_3}} $