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PhNO(2) underset(NH(4)Cl)overset(Zn)to A...

`PhNO_(2) underset(NH_(4)Cl)overset(Zn)to A underset("Tollen's Reagent")overset(AgNO_(3), NH_(4)OH)toB` (organic compound). Which is/are incorrect?

A

A gives Tollen's test

B

A shows tautomerism

C

A is aniline

D

A foms complex with Tollen's reagent but not gives silver mirror

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question step by step, we will analyze the reactions given and identify the compounds involved. ### Step 1: Identify the initial compound The starting compound is **Nitrobenzene (PhNO₂)**. ### Step 2: Reaction with Zinc and Ammonium Chloride Nitrobenzene reacts with **Zinc (Zn)** in the presence of **Ammonium Chloride (NH₄Cl)**. This reaction is a reduction process where the nitro group (-NO₂) is reduced to an amine derivative. The product formed is **N-phenylhydroxylamine (A)**. **Reaction:** \[ \text{PhNO}_2 + \text{Zn} + \text{NH}_4\text{Cl} \rightarrow \text{N-phenylhydroxylamine (A)} \] ### Step 3: Reaction with Tollen's Reagent Next, N-phenylhydroxylamine (A) reacts with **Tollen's Reagent** (which is a solution of silver nitrate in ammonia, AgNO₃/NH₄OH). This reagent is used to test for aldehydes and some other compounds. In this case, N-phenylhydroxylamine does not behave as an aldehyde but can undergo oxidation. **Reaction:** \[ \text{N-phenylhydroxylamine (A)} + \text{Tollen's Reagent} \rightarrow \text{Nitrobenzene (B)} + \text{Ag} + \text{NH}_3 \] ### Step 4: Identify the final product The final product (B) formed after the reaction with Tollen's Reagent is again **Nitrobenzene (B)**. ### Step 5: Analyze the statements Now, we need to evaluate the statements regarding A and B: 1. **A does not have any alpha H**: This is correct because N-phenylhydroxylamine does not have an alpha hydrogen. 2. **A shows tautomerism**: This is incorrect because tautomerism requires the presence of alpha hydrogen, which A lacks. 3. **A is aniline**: This is incorrect because A is N-phenylhydroxylamine, not aniline. 4. **A forms a complex but does not give a silver mirror test**: This is also incorrect because A does react with Tollen's Reagent and gives a silver mirror test. ### Conclusion The incorrect statements are: - A shows tautomerism. - A is aniline. - A forms a complex but does not give a silver mirror test.

To solve the question step by step, we will analyze the reactions given and identify the compounds involved. ### Step 1: Identify the initial compound The starting compound is **Nitrobenzene (PhNO₂)**. ### Step 2: Reaction with Zinc and Ammonium Chloride Nitrobenzene reacts with **Zinc (Zn)** in the presence of **Ammonium Chloride (NH₄Cl)**. This reaction is a reduction process where the nitro group (-NO₂) is reduced to an amine derivative. The product formed is **N-phenylhydroxylamine (A)**. ...
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