मराठी
कर्नाटक बोर्ड पी.यू.सी.पीयूसी विज्ञान 2nd PUC Class 12

An aromatic compound ‘A’ on treatment with aqueous ammonia and heating forms compound ‘B’ which on heating with Br2 and KOH forms a compound ‘C’ of molecular formula C6H7N.

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प्रश्न

An aromatic compound ‘A’ on treatment with aqueous ammonia and heating forms compound ‘B’ which on heating with Br2 and KOH forms a compound ‘C’ of molecular formula C6H7N. Write the structures and IUPAC names of compounds A, B and C.

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लघु उत्तर
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उत्तर

It is given that compound ‘C’ having the molecular formula C6H7N is formed by heating compound ‘B’ with Br2 and KOH. This is a Hoffmann bromamide degradation reaction. Therefore, compound ‘B’ is an amide and compound ‘C’ is an amine. The only amine having the molecular formula C6H7N is aniline (C6H5NH2).

Therefore, compound ‘B’ (from which ‘C’ is formed) must be benzamide (C6H5CONH2).

Further, benzamide is formed by heating compound ‘A’ with aqueous ammonia. Therefore, compound ‘A’ must be benzoic acid.

The given reactions can be explained with the help of the following equations:

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पाठ 9: Amines - Exercises [पृष्ठ २८०]

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एनसीईआरटी Chemistry Part 1 and 2 [English] Class 12
पाठ 9 Amines
Exercises | Q 9.10 | पृष्ठ २८०

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\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]


Do the following conversions in not more than two steps:


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