BCECE Engineering BCECE Engineering Solved Paper-2013

  • question_answer
    \[\text{C}{{\text{H}}_{\text{3}}}\overset{\text{O}}{\mathop{\overset{\text{ }\!\!|\!\!\text{  }\!\!|\!\!\text{ }}{\mathop{\text{C}}}\,}}\,\text{C}{{\text{H}}_{\text{3}}}\]can be converted into \[\text{C}{{\text{H}}_{\text{3}}}\overset{\text{O}}{\mathop{\overset{\text{ }\!\!|\!\!\text{  }\!\!|\!\!\text{ }}{\mathop{\text{C}}}\,}}\,\text{OH}\]by following methods
    I. \[C{{H}_{3}}\overset{O}{\mathop{\overset{|\,|}{\mathop{C}}\,}}\,C{{H}_{3}}\xrightarrow[\Delta .{{H }^{+}}]{{{I}_{2}}/NaOH}\]
    II. \[C{{H}_{3}}\overset{O}{\mathop{\overset{|\,|}{\mathop{C}}\,}}\,C{{H}_{3}}\xrightarrow{C{{r}_{2}}O_{7}^{2-}/{{H}^{+}}}\]
    III. \[C{{H}_{3}}\overset{O}{\mathop{\overset{|\,|}{\mathop{C}}\,}}\,C{{H}_{3}}\xrightarrow{Ag(N{{H}_{3}})_{2}^{+}}\]
    Which method are most effective?

    A) I, III                     

    B) II, III                      

    C) I, II                  

    D) I, II, III

    Correct Answer: C

    Solution :

    Methyl ketones \[(C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,R)\] react rapidly with halogens, \[(C{{l}_{2}},B{{r}_{2}},{{I}_{2}})\]in presence of alkali to form haloform. \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{3}}+3{{l}_{2}}+4NaOH\xrightarrow{{}}\] \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-ONa+CH{{l}_{3}}+3Nal+3{{H}_{2}}O\]                 \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-ONa+{{H}^{+}}\xrightarrow[-N{{a}^{+}}]{\Delta }C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,OH\] (II) Stronger oxidizing agents oxidize ketones to carboxylic acids. \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{3}}\xrightarrow{{{K}_{2}}C{{r}_{2}}{{O}_{7}}+{{H}_{2}}S{{O}_{4}}}\]                 \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,H+H\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,OH\] (III) Tollens reagent (ammonical silver nitrate solution), being weak oxidizing agent cannot reduce acetone into acetic acid. \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{3}}+[Ag(N{{H}_{3}})_{2}^{+}]\xrightarrow{{}}\text{No}\,\text{reaction}\]f=


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