Isomeric amines with molecular formula C₈ H₁₁N give the following tests
Isomer (P) ⇒ Can be prepared by Gabriel phthalimide synthesis
Isomer (Q) ⇒ Reacts with Hinsberg’s reagent to give solid insoluble in NaOH
Isomer (R) ⇒ Reacts with HONO followed by β-naphthol in NaOH to give red dye.
Isomers (P), (Q) and (R) respectively are

Question

In 2-chloro-3,4-dimethylhexane, how many chiral C atoms are present?

Answer 1

To solve the problem of identifying the isomeric amines with the molecular formula C₈H₁₁N, let's analyze the given clues and options:

**Isomer (P)**: Can be prepared by Gabriel phthalimide synthesis. This method is used to synthesize primary amines. Hence, isomer (P) must be a primary amine.
**Isomer (Q)**: Reacts with Hinsberg’s reagent to give a solid insoluble in NaOH. This indicates that Isomer (Q) is a secondary amine, as secondary amines react to form an insoluble sulfonamide salt.
**Isomer (R)**: Reacts with HONO followed by β-naphthol in NaOH to give a red dye. This is a characteristic test (azo dye test) for primary aromatic amines, such as aniline derivatives.

Based on this information, let's examine Option 4, which is given as the correct answer and evaluate why it fits:

For Isomer (P), the Gabriel synthesis product should be a primary amine. If Option 4 has C₆H₅CH₂NH₂ (benzylamine) as an option, it is correct since benzylamine can be prepared by Gabriel synthesis.
For Isomer (Q), the amine that reacts with Hinsberg's reagent to form an insoluble sulfonamide should be a secondary amine. If the option includes a secondary amine (such as N-methyl-1-phenylethanamine), it aligns with the description.
For Isomer (R), there must be a primary aromatic amine such as aniline (C₆H₅NH₂) to react with HONO and β-naphthol to form an azo dye.

Matching the provided descriptions with the chemical properties and reactions, Option 4 correctly represents the isomers as per the given tests:

(P): Benzylamine – A primary amine synthesized via Gabriel Synthesis.
(Q): N-methyl-1-phenylethanamine – A secondary amine forming insoluble solid with Hinsberg reagent.
(R): Aniline – A primary aromatic amine that forms red azo dye with the given test.

Therefore, the correct option is confirmed as Option 4.

Answer 2

To solve the problem of identifying the isomeric amines with the molecular formula C₈H₁₁N, let's analyze the given clues and options:

**Isomer (P)**: Can be prepared by Gabriel phthalimide synthesis. This method is used to synthesize primary amines. Hence, isomer (P) must be a primary amine.
**Isomer (Q)**: Reacts with Hinsberg’s reagent to give a solid insoluble in NaOH. This indicates that Isomer (Q) is a secondary amine, as secondary amines react to form an insoluble sulfonamide salt.
**Isomer (R)**: Reacts with HONO followed by β-naphthol in NaOH to give a red dye. This is a characteristic test (azo dye test) for primary aromatic amines, such as aniline derivatives.

Based on this information, let's examine Option 4, which is given as the correct answer and evaluate why it fits:

For Isomer (P), the Gabriel synthesis product should be a primary amine. If Option 4 has C₆H₅CH₂NH₂ (benzylamine) as an option, it is correct since benzylamine can be prepared by Gabriel synthesis.
For Isomer (Q), the amine that reacts with Hinsberg's reagent to form an insoluble sulfonamide should be a secondary amine. If the option includes a secondary amine (such as N-methyl-1-phenylethanamine), it aligns with the description.
For Isomer (R), there must be a primary aromatic amine such as aniline (C₆H₅NH₂) to react with HONO and β-naphthol to form an azo dye.

Matching the provided descriptions with the chemical properties and reactions, Option 4 correctly represents the isomers as per the given tests:

(P): Benzylamine – A primary amine synthesized via Gabriel Synthesis.
(Q): N-methyl-1-phenylethanamine – A secondary amine forming insoluble solid with Hinsberg reagent.
(R): Aniline – A primary aromatic amine that forms red azo dye with the given test.

Therefore, the correct option is confirmed as Option 4.

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