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Q. Iodoform reaction is answered by all, except

KCETKCET 2014Aldehydes Ketones and Carboxylic Acids

Solution:

Iodoform reaction is a type of haloform reaction which can be defined in a general way as

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Important facts related to haloform reaction are as

(i) KOH may also be used as alkali.

(ii) The compounds which can give this test must contain either one of these:

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i.e., any compound containing $CH _{3} CO$ - group of any compound which on oxidation give such group or their halogen derivatives in which halogen is substituted from $CH _{3}$ group give this reaction.

(iii) $CH _{3} COCH _{2} COOC _{2} H _{5}$ does not give haloform reaction active methylene group. Insipite of the presence of $CH _{3} CO$ group in it. The reason is the presence of active methylene $- CH _{2}-$ group which prevents the conversion of $CH _{3} CO -$ to $C X_{3} CO -$ a necessity for the reaction).

(iv) The outline of the mechanism is seen as

Step I Halogen first oxidises (only in case of alcohols to carbonyl compounds) and then halogenated the compound to get $CX_3 \underset{\overset{||}{O}}{C}-$ group.

(If $CH_3-\underset{\overset{|}{X}}{C}H-$ is taken it is frist convertsed to $CH_3- \underset{\overset{|}{OH}}{C}H-$ by alkali and oxidised followed by halogenation) $i . \underline{e} .$

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Step II This $C X_{3}- \underset{\overset{||}{O}}{C} -$ is then hydrolysed by alkali as

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Step III The $- \underset{\overset{||}{O}}{C} - OH$ is further reacts with alkali to give salt and water as

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Hence, among given form choices only (d) will give iodoform test.