JEE Main & Advanced Sample Paper JEE Main Sample Paper-36

  • question_answer
    An organic compound A \[({{C}_{4}}{{H}_{10}}O)\] has two enantiomeric forms and on dehydration it gives B(major product) and C  (minor product). B and C are treated with HBr/ Peroxide and  the compounds so produced were subjected to alkaline hydrolysis then-                                          

    A)  B will give an isomer of A                            

    B)  C will give an isomer of A                          

    C)  Neither of them will give isomer of A                 

    D)  Both B and C will give isomer of A

    Correct Answer: B

    Solution :

     Entiomers of \[{{C}_{4}}{{H}_{10}}O\] are \[\left. {{H}_{3}}C{{H}_{2}}C-\underset{H}{\mathop{\underset{|}{\mathop{\overset{OH}{\mathop{\overset{|}{\mathop{C}}\,}}\,}}\,}}\,-C{{H}_{3}} \right|{{H}_{3}}C-\underset{H}{\mathop{\underset{|}{\mathop{\overset{HO}{\mathop{\overset{|}{\mathop{C}}\,}}\,}}\,}}\,-C{{H}_{2}}C{{H}_{3}}\] \[C{{H}_{3}}C{{H}_{{{2}^{-}}}}\underset{A}{\mathop{\overset{OH}{\mathop{\overset{|}{\mathop{C}}\,}}\,}}\,H-C{{H}_{3}}\xrightarrow{{{H}_{2}}S{{O}_{4}}}\]\[\underset{Major\,(B)}{\mathop{C{{H}_{3}}CH=CH+C{{H}_{3}}}}\,+C{{H}_{2}}=\underset{Minor\,(C)}{\mathop{CHC{{H}_{2}}C{{H}_{3}}}}\,\]


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