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