NVAMediumJEE 2023Aldehydes & Ketones

JEE Chemistry 2023 Question with Solution

The number of molecules which gives halform test among the following molecules is:

A set of six organic molecules including aromatic ketones, a beta-keto ester, a secondary alcohol, and cyclic diketone structures for haloform test evaluation.

Answer

Correct answer:3

Step-by-step solution

Standard Method

Given: We need to count the molecules that give the haloform test.

Find: The number of molecules having the required functional group.

The haloform test is used to identify compounds containing a methyl ketone group COCH3-COCH_3 or a similar structure.

Molecules having

General functional groups shown for positive haloform test: a methyl ketone group and a secondary alcohol group oxidizable to a methyl ketone.

give positive haloform test.

So,

Three selected molecules from the given set marked as giving positive haloform test: an aromatic methyl ketone, another methyl ketone, and a secondary alcohol.

give haloform test.

Therefore, the number of molecules giving a positive haloform test is 33.

Functional Group Identification

Given: Haloform test is positive for compounds that contain a methyl group directly attached to a carbonyl group, that is CH3-CO-\text{CH}_3\text{-CO-}, or related structures that are converted into it.

Find: How many of the given molecules satisfy this condition.

Looking at the structures:

  • The molecules containing the required methyl ketone type arrangement give a positive haloform test.
  • The molecule with a secondary alcohol of the type oxidizable to a methyl ketone also gives a positive haloform test.
  • The other molecules do not meet the criterion.

Thus, the number of molecules giving a positive haloform test is 33.

Common mistakes

  • Assuming every carbonyl compound gives the haloform test is incorrect, because the test is specific to methyl ketones or compounds oxidizable to them. Check specifically for COCH3-COCH_3 or the corresponding secondary alcohol pattern.

  • Ignoring secondary alcohols is a mistake, because some secondary alcohols are oxidized under the reaction conditions to methyl ketones. Look for the pattern CH3CH(OH)RCH_3-CH(OH)-R as well.

  • Counting esters or diketones without verifying the exact reactive fragment is wrong. Presence of more than one oxygen-containing group does not guarantee a positive haloform test; identify the methyl ketone carbonyl carbon carefully.

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