Chemistry:4-Nitrobenzaldehyde

From HandWiki

4-Nitrobenzaldehyde is an organic compound with the formula O
2
NC
6
H
4
CHO
. It is one of three isomers of nitrobenzaldehyde. It contains a nitro group para-substituted to an aldehyde.

4-Nitrobenzaldehyde is obtained by oxidation of 4-nitrotoluene or hydrolysis of 4-nitrobenzalbromide:[1]

O
2
NC
6
H
4
CHBr
2
+ H
2
O → O
2
NC
6
H
4
CHO + 2 HBr

In the laboratory, the oxidation is achieved with chromium(VI) oxide in acetic anhydride, which affords nitrobenzyldiacetate.[2]

References

  1. Brühne, Friedrich; Wright, Elaine (2011). "Benzaldehyde". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_463.pub2. ISBN 978-3-527-30385-4. 
  2. Lieberman, S. V.; Connor, Ralph (1938). "p-Nitrobenzaldehyde". Organic Syntheses 18: 61. doi:10.15227/orgsyn.018.0061. http://orgsyn.org/demo.aspx?prep=CV2P0441.