| Following compounds are given [AIPMT (M) 2010] |
| A.\[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH}\] B.\[\text{C}{{\text{H}}_{\text{3}}}\text{COC}{{\text{H}}_{\text{3}}}\] |
| C.\[\text{C}{{\text{H}}_{\text{3}}}-\underset{\begin{smallmatrix} \text{ }\!\!|\!\!\text{ } \\ \text{C}{{\text{H}}_{\text{3}}} \end{smallmatrix}}{\mathop{\text{C}}}\,\text{HOH}\] D\[\text{C}{{\text{H}}_{\text{3}}}\text{OH}\] |
| Which of the above compound (s), on being warmed with iodine solution and NaOH, will give iodoform? |
A) A, C and D
B) Only B
C) A, B and C
D) A and B
Correct Answer: B
Solution :
| [b] Compounds having either \[\text{C}{{\text{H}}_{\text{3}}}\overset{\begin{smallmatrix} \text{O} \\ \text{ }\!\!|\!\!\text{ }\!\!|\!\!\text{ } \end{smallmatrix}}{\mathop{\text{C}}}\,-\] group or |
| CH3CHOH group, give iodoform when warmed with \[{{\text{I}}_{\text{2}}}\] and NaOH, |
| Thus, |
| \[\text{C}{{\text{H}}_{\text{3}}}\underset{\begin{smallmatrix} \text{ }\!\!|\!\!\text{ } \\ \text{H} \end{smallmatrix}}{\mathop{\text{C}}}\,\text{HOH,C}{{\text{H}}_{\text{3}}}-\overset{\begin{smallmatrix} \text{O} \\ \text{ }\!\!|\!\!\text{ }\!\!|\!\!\text{ } \end{smallmatrix}}{\mathop{\text{C}}}\,-\text{C}{{\text{H}}_{\text{3}}}\text{,C}{{\text{H}}_{\text{3}}}-\underset{\begin{smallmatrix} \text{ }\!\!|\!\!\text{ } \\ \text{C}{{\text{H}}_{\text{3}}} \end{smallmatrix}}{\mathop{\text{C}}}\,\text{HOH}\] |
| give iodoform when warmed with \[{{\text{I}}_{\text{2}}}\] and NaOH. (Remember, NaOl oxidises \[\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH}\]to\[\text{C}{{\text{H}}_{\text{3}}}\text{CHO}\], thus it gives positive iodoform test.) |
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