Question:

An organic compound with molecular formula C$_8$H$_9$NO when reacts with KOH/BBr$_2$ forms 'P' which on diazotisation forms 'Q' followed by its reaction with CuCN forms 'R' which on hydrolysis (acidic) formed 'S' (S can also be made by hydrolysis of original compound (X) C$_8$H$_9$NO). 'S' can react with KMnO$_4$/H$^+$ forms 'T' which has two types of hydrogen. X will be:

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In organic reactions, understanding the functional groups and their reactivity can help predict the products of each step. For example, amides can undergo hydrolysis to form carboxylic acids.
Updated On: Jan 22, 2026
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The Correct Option is C

Solution and Explanation



Step 1: Understanding the reactions.
- The organic compound C$_8$H$_9$NO, when reacted with KOH/BBr$_2$, forms 'P'. This suggests that the compound contains a reactive group such as amide or amine. KOH/BBr$_2$ is known to react with amides to form an acylated derivative.
- The diazotisation of 'P' forms 'Q', indicating that an amine group is present. Diazotisation is a reaction typically involving amines.
- The reaction with CuCN forms 'R', suggesting the formation of an aryl nitrile group.
- The hydrolysis of 'R' to form 'S' suggests that 'R' is an aryl nitrile, which when hydrolyzed (acidic conditions) forms a carboxylic acid.
- 'S' reacts with KMnO$_4$/H$^+$ to form 'T', which contains two types of hydrogen atoms. This reaction indicates oxidation, possibly of a methyl group to a carboxyl group.

Step 2: Identifying compound X.
Based on the given reactions, X must contain a structure that allows these transformations: starting from an amide, undergoing diazotisation, forming a nitrile, and being hydrolyzed to a carboxylic acid. The structure of X fits with CH$_3$C$=$NH, which is an imidic acid derivative.

Step 3: Conclusion.
The correct structure of X is CH$_3$C$=$NH, as it explains all the reactions described in the question. Hence, the correct answer is (3).
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