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Question
Which of the following reagents would not be a good choice for reducing an aryl nitro compound to an amine?
Options
\[\ce{H2 (excess)/Pt}\]
\[\ce{LiAlH4}\] in ether
\[\ce{Fe}\] and \[\ce{HCl}\]
\[\ce{Sn}\] and \[\ce{HCl}\]
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Solution
\[\ce{LiAlH4}\] in ether
Explanation:
Lithium aluminium hydride in either is a strong reducing agent that donated its \[\ce{H-}\] hydride ion to any \[\ce{C = O}\] containing a functional group. In addition to \[\ce{LiAlH}\], to aryl nitro compounds, no reaction will be observed, the desired products of amines will not be produced, rather it will form diazobenzene products.
\[\ce{2C4H5NO ->[LiAlH4/ether] C6H5N = N - C6H5}\]
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