A) \[\text{C}{{\text{H}}_{\text{3}}}\overset{\text{O}}{\mathop{\overset{\text{ }\!\!|\!\!\text{ }\,\text{ }\!\!|\!\!\text{ }}{\mathop{\text{C}}}\,}}\,\text{C}{{\text{H}}_{\text{2}}}\overset{\text{O}}{\mathop{\overset{\text{ }\!\!|\!\!\text{ }\,\text{ }\!\!|\!\!\text{ }}{\mathop{\text{C}}}\,}}\,\text{O}{{\text{C}}_{\text{2}}}{{\text{H}}_{\text{5}}}\]
B) \[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\overset{\text{O}}{\mathop{\overset{\text{ }\!\!|\!\!\text{ }\,\text{ }\!\!|\!\!\text{ }}{\mathop{\text{C}}}\,}}\,\text{C}{{\text{H}}_{\text{2}}}\overset{\text{O}}{\mathop{\overset{\text{ }\!\!|\!\!\text{ }\!\!|\!\!\text{ }}{\mathop{\text{C}}}\,}}\,\text{OC}{{\text{H}}_{\text{3}}}\]
C) Both are correct
D) None is correct
Correct Answer: A
Solution :
A gives iodoform test thus A has \[-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{3}}\]group. C eliminates \[C{{O}_{2}}\]on heating hence, C has two -COOH groups at same (gem) position. Since, only (a) has \[-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{3}}\]group, therefore, compound A is\[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{2}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,O{{C}_{2}}{{H}_{5}}.\] \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{2}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,O{{C}_{2}}{{H}_{5}}\xrightarrow[\Delta ]{NaOH/{{I}_{2}}}\underset{yellow\,ppt}{\mathop{C{{H}_{3}}l\downarrow +}}\,\] \[\underset{\downarrow {{H}^{+}}}{\mathop{\underset{B}{\mathop{NaO\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{2}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,ONa}}\,}}\,\] \[C{{H}_{3}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,OH\xleftarrow{\Delta }\underset{C}{\mathop{HO\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,C{{H}_{2}}\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,OH}}\,\]
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