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Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

Follwoing compounds are given : (a)CH3CH2OH{CH3CH2OH } (b)CH3COCH3{ CH3COCH3} (c)CH3CCH3HOHCH_3- \underset{\overset{|}{C}H_3}{C}HOH (d)CH3OH{CH3OH } Which of the above compounds(s), on being warmed with iodine solution and NaOHNaOH, will give iodoform ?

A

Only (b)

B

(a), (b) and (c)

C

(a) and (b)

D

(a), (c) and (d)

Answer

(a), (b) and (c)

Explanation

Solution

Compounds having either CH3CO  !!!! !!!! \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 I2{{\text{I}}_{\text{2}}} and NaOH, Thus, CH3C !!!!  HHOH,CH3CO  !!!! !!!! CH3,CH3C !!!!  CH3HOH\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 I2{{\text{I}}_{\text{2}}} and NaOH. (Remember, NaOl oxidises CH3CH2OH\text{C}{{\text{H}}_{\text{3}}}\text{C}{{\text{H}}_{\text{2}}}\text{OH}toCH3CHO\text{C}{{\text{H}}_{\text{3}}}\text{CHO}, thus it gives positive iodoform test.)