Reduction of 1-amino-4-nitrobenzene to form 1,4-diaminobenzene
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#3
(Original post by sbzk101)
Hi guys. I have a question about the reduction of 1-amino-4-nitrobenzene to form 1,4-diaminobenzene. It's a reduction reaction, so I thought that LiAlH4 should be enough to reduce one of the nitro groups to an amino group. But the mark scheme disallows this and specifies "Sn (or Fe) / HCl or Ni / H2 (1)
NOT LiAlH4 NaBH4".
Any idea why LiAlH4, which can ordinarily be used to reduce nitrobenzene, can't be used in this case?
Hi guys. I have a question about the reduction of 1-amino-4-nitrobenzene to form 1,4-diaminobenzene. It's a reduction reaction, so I thought that LiAlH4 should be enough to reduce one of the nitro groups to an amino group. But the mark scheme disallows this and specifies "Sn (or Fe) / HCl or Ni / H2 (1)
NOT LiAlH4 NaBH4".
Any idea why LiAlH4, which can ordinarily be used to reduce nitrobenzene, can't be used in this case?
LiAlH4 is used to reduce carbonyl compounds same with NaBH4 hence it cant be used to reduce the nitro group. Therefore your answer is incorrect.
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#5
(Original post by sbzk101)
I realise that you do generally use tin and concentrated HCl under reflux, but why can you not use LiAlH4?
I realise that you do generally use tin and concentrated HCl under reflux, but why can you not use LiAlH4?
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#6
(Original post by sbzk101)
Hi guys. I have a question about the reduction of 1-amino-4-nitrobenzene to form 1,4-diaminobenzene. It's a reduction reaction, so I thought that LiAlH4 should be enough to reduce one of the nitro groups to an amino group. But the mark scheme disallows this and specifies "Sn (or Fe) / HCl or Ni / H2 (1)
NOT LiAlH4 NaBH4".
Any idea why LiAlH4, which can ordinarily be used to reduce nitrobenzene, can't be used in this case?
Hi guys. I have a question about the reduction of 1-amino-4-nitrobenzene to form 1,4-diaminobenzene. It's a reduction reaction, so I thought that LiAlH4 should be enough to reduce one of the nitro groups to an amino group. But the mark scheme disallows this and specifies "Sn (or Fe) / HCl or Ni / H2 (1)
NOT LiAlH4 NaBH4".
Any idea why LiAlH4, which can ordinarily be used to reduce nitrobenzene, can't be used in this case?

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#7
(Original post by sbzk101)
That's not much of an explanation - "It is because it is". I was wondering if there was an explanation in terms of the actual chemistry involved, that's all - i.e. why it can be used in one case but not in the other. Might be because one method is 'better' at reducing or something like that, idk
. I mean, they're both reduction reactions.
That's not much of an explanation - "It is because it is". I was wondering if there was an explanation in terms of the actual chemistry involved, that's all - i.e. why it can be used in one case but not in the other. Might be because one method is 'better' at reducing or something like that, idk


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