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Question

Among the following the one that gives positive iodoform test upon reaction with I2 and NaOH is

A
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B
PhCH(OH)CH3
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C
CH3CH2CH(OH)CH2CH3
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D
C6H5CH2CH2OH
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Solution

The correct option is B PhCH(OH)CH3
Iodoform test is used to check the presence of carbonyl compounds with the structure RCOCH3 or alcohols with the structure RCH(OH)CH3 in a given unknown substance.

When Iodine and sodium hydroxide are added to a compound that contains either a methyl ketone or a secondary alcohol with a methyl group in the alpha position, a pale yellow precipitate of iodoform or triiodomethane is formed. It can be used to identify aldehydes or ketones. If an aldehyde gives a positive iodoform test, then it must be acetaldehyde since it is the only aldehyde with a CH3C=O group.

For haloform reaction, 3 hydrogens on alpha carbon are required. Among the given options only (b) contains this group, hence undergo haloform reaction.

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