Alcohols Phenols And Ethers Question 97

Question: What is the product of the following sequence of reactions- $ {{( CH_3 )}_2}C=CH.CH_2CH_3~\xrightarrow[(ii)H_2O_2,O{H^{-}}]{( i )BH_3/THF} $ $ \xrightarrow[CH_2Cl_2]{PCC}\xrightarrow[(ii)H_3{O^{+}}]{(i)CH_3MgBr} $

Options:

A) 2, 4- dimethyl - 3 - pentanol

B) 2, 3- dimethyl - 3 - pentanol

C) 2, 3 - dimethyl - 2 - pentanol

D) 2, 2- dimethyl - 3 - pentanol

Show Answer

Answer:

Correct Answer: B

Solution:

[b] $ {{(CH_3)}_2}C=CH.CH_2CH_3\xrightarrow[H_2O_2.O{H^{-}}]{BH_3/THF} $

$ {{(CH_3)}_2}CH-\underset{OH}{\mathop{\underset{|}{\mathop{C}}}}H-CH_2CH_3\xrightarrow{[O]} $

$ {{(CH_3)}_2}CH-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-CH_2-CH_3\xrightarrow[H_3{O^{-}}]{CH_3Mgbr} $

$ (\underset{2,3-Dimethyl-3-pentanol}{\mathop{CH_3{)_2}CH-\underset{CH_3}{\mathop{\overset{OH}{\mathop{\underset{|}{\mathop{\overset{|}{\mathop{C}}}}}}}}-CH_2-CH_3}} $