In the following sequence of reactions CH_3CH(NH_2)CH_3 HNO_2 A Oxidation B [(ii) H^+/H_2O] (i) CH_3MgI C The compound C formed will be [MHTCET 2011]

MHT CET Chemistry question

In the following sequence of reactions \mathrm{CH_3CH(NH_2)CH_3\ \xrightarrow{HNO_2}\ A\ \xrightarrow{Oxidation}\ B\ \xrightarrow[(ii)\ H^+/H_2O]{(i)\ CH_3MgI}\ C} The compound C formed will be [MHTCET 2011]

(A)butanol-1
(B)butanol-2
(C)2-methyl propanol-1
(D)1, 1-dimethylethanolCorrect

Answer: (D)

Solution

Isopropylamine gives propan-2-ol (A) with HNO2, oxidation gives acetone (B), and CH3MgI followed by hydrolysis gives (CH3)3C-OH,

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Question ID VK-082601