Question of 108
Q.How will you bring about the following transformations?
(a) Benzene to nitrobenzene
(b) Ethane nitrile to ethanamine
(c) Toluene to benzoic acid.
Jharkhand JacJAC Intermediate Board 2023Subjective· 3mImportance★★★★★
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Start your 14-day free trial to unlock the full solution →Each transformation uses a standard named reaction: electrophilic nitration for (a), nitrile reduction for (b), and side-chain oxidation for (c).
- Benzene to nitrobenzene: Benzene is treated with a nitrating mixture of concentrated HNO3 and concentrated H2SO4 at about 60 degree C. H2SO4 protonates HNO3 to generate the electrophile NO2+ (nitronium ion), which undergoes electrophilic aromatic substitution on benzene to give nitrobenzene. C6H6 + HNO3 --(conc. H2SO4, ~60 degree C)--> C6H5NO2 + H2O
- Ethanenitrile to ethanamine: The nitrile group -C=N is reduced completely to -CH2-NH2 using LiAlH4 in dry ether (or by catalytic hydrogenation, H2/Ni), adding 4 hydrogens across the triple bond. CH3CN + 4[H] --(LiAlH4/ether, or H2/Ni)--> CH3CH2NH2 …
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