4-Nitrobenzaldehyde is an organic compound with the formula O2NC6H4CHO. It is one of three isomers of nitrobenzaldehyde. It contains a nitro group para-substituted to an aldehyde.
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| Names | |||
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| Preferred IUPAC name
4-Nitrobenzaldehyde | |||
| Other names
p-Nitrobenzaldehyde
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| Properties | |||
| C7H5NO3 | |||
| Molar mass | 151.121 g·mol−1 | ||
| Appearance | slightly yellowish crystalline powder | ||
| Density | 1.546 g/cm3[1] | ||
| Melting point | 103 to 106 °C (217 to 223 °F; 376 to 379 K)[2] | ||
| Boiling point | 300 °C (572 °F; 573 K)[1] | ||
| -66.57·10−6 cm3/mol | |||
| Identifiers | |||
3D model (JSmol)
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| ChEBI | |||
| ChEMBL | |||
| ChemSpider | |||
| ECHA InfoCard | 100.008.259 | ||
PubChem CID
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| UNII | |||
CompTox Dashboard (EPA)
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| Hazards | |||
| GHS labelling: | |||
 [2]
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| H317, H319 | |||
| P280, P305+P351+P338 | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Nitrobenzaldehyde is obtained by air-oxidation of 4-nitrotoluene according the following idealized equation:[3]
- O2NC6H4CH3 + O2 → O2NC6H4CHO + H2O
In the laboratory, this oxidation can be achieved with chromium(VI) oxide in acetic anhydride, which affords nitrobenzyldiacetate.[4]
References
edit- ^ a b 4-Nitrobenzaldehyde(555-16-8) (Date Accessed 17 April 2013)
- ^ a b Sigma-Aldrich Co., 4-Nitrobenzaldehyde. Retrieved on 4 May 2011.
- ^ 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.
- ^ Lieberman, S. V.; Connor, Ralph (1938). "p-Nitrobenzaldehyde". Organic Syntheses. 18: 61. doi:10.15227/orgsyn.018.0061.