Haryana PMT Haryana PMT Solved Paper-1999

  • question_answer
    The total number of acyclic isomers including the stereoisomers with the molecular formula \[{{C}_{4}}{{H}_{7}}Cl\]is:

    A)  \[9\]                                    

    B)  \[10\]

    C)  \[11\]                                  

    D)  \[12\]

    Correct Answer: D

    Solution :

                    \[{{C}_{4}}{{H}_{7}}Cl\]is ammonochloro derivative of  \[{{C}_{4}}{{H}_{10}}\] which it self exists in three ispmeric forms. (i) \[C{{H}_{3}}-C{{H}_{2}}-CH=C{{H}_{2}}\]: Its possible monochloro derivatives are:    \[\underset{2\,\text{isomers cis and trands (2 from)}}{\mathop{C{{H}_{3}}-C{{H}_{2}}CH=CH-Cl}}\,\] \[\underset{\text{one isomer (one form)}}{\mathop{C{{H}_{3}}-C{{H}_{2}}-\underset{Cl}{\mathop{\underset{|}{\mathop{C}}\,}}\,=C{{H}_{2}}}}\,\] \[\underset{\text{optically active (exists in two forms)}}{\mathop{C{{H}_{3}}-\underset{Cl}{\mathop{\underset{|}{\mathop{C}}\,}}\,H-CH=C{{H}_{2}}}}\,\] (ii)\[C{{H}_{3}}-CH=CH-C{{H}_{3}}\]: Its possible monochloro derivatives are: \[\underset{(\text{Exists in two geometrical forms)}}{\mathop{C{{H}_{3}}-CH=\underset{Cl}{\mathop{\underset{|}{\mathop{C}}\,}}\,-C{{H}_{3}}}}\,\] \[\underset{(\text{Exists in two geometrical forms)}}{\mathop{C{{H}_{3}}-CH=CH-C{{H}_{2}}Cl}}\,\] (iii) \[C{{H}_{3}}-\underset{C{{H}_{3}}}{\mathop{\underset{|}{\mathop{C}}\,}}\,=C{{H}_{2}}\]: Its possible mono-  chloro derivatives are: \[\underset{Only\,one\,form}{\mathop{C{{H}_{3}}-\underset{C{{H}_{3}}}{\mathop{\underset{|}{\mathop{C}}\,}}\,=CH-Cl;}}\,\]     \[\underset{Only\,one\,form}{\mathop{Cl-C{{H}_{2}}-\underset{C{{H}_{3}}}{\mathop{\underset{|}{\mathop{C}}\,}}\,=C{{H}_{2}}}}\,\] Thus, the total acyclic isomeric forms of \[{{C}_{4}}{{H}_{7}}Cl\]are twelve (12).


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