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Amines

Short Answer Type

291. Write the structure of the products of the following reactions:

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292.
Why does bromination of aniline, even under very mild conditions give 2, 4, 6- tribromo aniline instantaneously?

This high reactivity of aniline is due to the fact that, in addition to other resonating structures that stabilizes the intermediate carbonium ion in aromatic electrophilic substitution, the following two structures are also formed due to the interaction of nitrogen lone pair of an electron with the positively charged ring. This also contributes to the stability of the intermediate in o, p-bromination.

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293.

An organic compound (A) with IMF C₄H₁₁N, capable of being resolved into optical isomers gives a base soluble product with benzene sulphonyl chloride. What is the structure and IUPAC name of (A)? What happens when this compound (A) is treated with ethanoyl chloride?

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294.

How is benzene diazonium chloride obtained?

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295. Why are aryl diazonium ions more stable than alkyl diazonium ions?

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296.

Explain what is meant by the 'protection of the amino group'.?

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297. How would you protect the amino group during the nitration of an aromatic amino compound? Give chemical equations.

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298.

Show by means of equations how an amide may be converted into an amine containing the same number of carbon atoms.

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299.

Show by means of equations how an amide may be converted into an amine containing one carbon atom less than the amide.

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Long Answer Type

300. Draw all possible isomers of a benzene containing compound with molecular formula C₇H₉N. Write their IUPAC names. Explain their reaction towards nitrous acid.

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