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How many toluidines on reaction with NaN...

How many toluidines on reaction with `NaNO_(2)//HCl` followed by `H_(3)PO_(2)` treatment gives Toluene.

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To solve the question of how many toluidines react with `NaNO2/HCl` followed by `H3PO2` to yield toluene, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structures of Toluidines**: - There are three isomers of toluidine: ortho-toluidine, meta-toluidine, and para-toluidine. - The structures are: - Ortho-toluidine: NH2 at the ortho position to the methyl group (CH3). - Meta-toluidine: NH2 at the meta position to the methyl group (CH3). - Para-toluidine: NH2 at the para position to the methyl group (CH3). 2. **Reaction with NaNO2/HCl**: - All three toluidines will undergo diazotization when treated with sodium nitrite (NaNO2) in hydrochloric acid (HCl). - This reaction converts the amine group (NH2) into a diazonium salt (N2+Cl-). 3. **Treatment with H3PO2**: - The diazonium salt formed from each toluidine will then react with phosphorous acid (H3PO2). - This reaction leads to the substitution of the diazonium group (N2+) with a hydrogen atom, resulting in the formation of toluene (C6H5-CH3). 4. **Determine Which Toluidines Yield Toluene**: - **Ortho-toluidine**: - Forms a diazonium salt and upon treatment with H3PO2, it yields toluene. - **Meta-toluidine**: - Also forms a diazonium salt, and similarly, after treatment with H3PO2, it yields toluene. - **Para-toluidine**: - Forms a diazonium salt as well, and upon treatment with H3PO2, it also yields toluene. 5. **Conclusion**: - All three isomers of toluidine (ortho, meta, and para) can be converted into toluene through the described reactions. - Therefore, the answer to the question is **three**. ### Summary: The three toluidines that can react with `NaNO2/HCl` followed by `H3PO2` to give toluene are ortho-toluidine, meta-toluidine, and para-toluidine.
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