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JEE Main 2021
LEVELJEE Advanced

Animated Solution for Chemistry - Organic Chemistry: Reagent, 1-naphthylamine and sulphanilic acid in acetic acid is used for the detection of

Select Answer:

Visualized Solution

  • Reagents given:
  • 1. Sulphanilic acid
  • 2. 1-naphthylamine
  • 3. Acetic acid medium

  • Griess Test for Nitrite ion ()

  • Step 1: Diazotization
  • Sulphanilic acid reacts with to form a diazonium salt.

  • Formation of Diazotised acid:

  • Step 2: Azo Coupling
  • The diazonium ion acts as an electrophile and attacks 1-naphthylamine.

  • Formation of Red Azo Dye confirms .
  • Correct Option is (d).

  • Key Takeaways:
  • 1. Griess reagent detects .
  • 2. Involves Diazotization followed by Azo coupling.
  • 3. Product is a red-colored azo dye.

The Sigma Insight: Amines

Solution Diagram

Introduction to the Reagents

Welcome to a fascinating journey into the qualitative analysis of organic compounds! Today, we are exploring a classic and highly visual chemical test. The question asks us to identify which specific ion is detected using a mixture of sulphanilic acid and 1-naphthylamine in an acetic acid medium.
This specific combination of reagents is famously known in analytical chemistry as the Griess reagent. It is a highly sensitive reagent primarily used for the detection of nitrite ions (). Let's dive into the beautiful two-step chemistry behind this colorful reaction.

Step 1

The Diazotization Process
The first phase of this test relies on the generation of nitrous acid. When nitrite ions () are present in an acidic medium (provided here by acetic acid), they are protonated to form nitrous acid ().
Once the nitrous acid is formed in situ, it immediately reacts with the first component of our reagent mixture: sulphanilic acid. Sulphanilic acid contains a primary aromatic amine group (). In the presence of nitrous acid and an acidic medium, this amine group undergoes a classic diazotization reaction.
The primary amine is converted into a highly reactive diazonium group (). The resulting intermediate is known as a diazotised acid. This diazonium salt is relatively stable at low temperatures due to the resonance provided by the aromatic benzene ring, but it is incredibly hungry for electrons.

Step 2

The Azo Coupling Reaction
Now comes the second, visually spectacular part of the test. We introduce the second reagent: 1-naphthylamine. The diazonium salt we just formed acts as a powerful electrophile. It seeks out an electron-rich center to attack.
1-naphthylamine features a fused bicyclic aromatic system with an amino group that strongly activates the ring, making it highly electron-rich. The diazonium ion attacks the naphthylamine ring, typically at the para position relative to the activating amino group.
This type of electrophilic aromatic substitution is known as an azo coupling reaction. The two aromatic rings become linked together by a nitrogen-nitrogen double bond (), forming an extended conjugated system.

Conclusion and Environmental Significance

The resulting molecule is an azo dye. Because of the massive, extended conjugation across the two aromatic rings and the azo linkage, this molecule absorbs specific wavelengths of visible light, reflecting a brilliant, intense red color.
The sudden appearance of this red dye is the definitive positive confirmation for the presence of nitrite ions. Therefore, the correct answer to our question is option (d), . This Griess test is not just a textbook reaction; it is widely used in environmental chemistry and water quality testing to detect dangerous nitrite pollution in drinking water. Keep exploring these colorful reactions, as they beautifully bridge theoretical organic chemistry with real-world applications!

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