4-Nitrobenzaldehyde

4-Nitrobenzaldehyde
Names
	Preferred IUPAC name 4-Nitrobenzaldehyde
	Other names p-Nitrobenzaldehyde
Properties
Chemical formula	C7H5NO3
Molar mass	151.121 g·mol−1
Appearance	slightly yellowish crystalline powder
Density	1.546 g/cm3
Melting point	103 to 106 °C (217 to 223 °F; 376 to 379 K)
Boiling point	300 °C (572 °F; 573 K)
Magnetic susceptibility (χ)	−66.57·10−6 cm3/mol
Identifiers
CAS Number	555-16-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:66926 ;
ChEMBL	ChEMBL164236 ;
ChemSpider	526 ;
ECHA InfoCard	100.008.259
PubChem CID	541;
UNII	NX859P8MB0 ;
CompTox Dashboard (EPA)	DTXSID5022061 ;
	InChI InChI=1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H Key: BXRFQSNOROATLV-UHFFFAOYSA-N ; InChI=1/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H Key: BXRFQSNOROATLV-UHFFFAOYAO;
	SMILES O=[N+]([O-])c1ccc(C=O)cc1;
Hazards
	GHS labelling:
Pictograms
Hazard statements	H317, H319
Precautionary statements	P280, P305+P351+P338
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

4-Nitrobenzaldehyde is obtained by oxidation of 4-nitrotoluene or hydrolysis of 4-nitrobenzalbromide:^[3]

O₂NC₆H₄CHBr₂ + H₂O → O₂NC₆H₄CHO + 2 HBr

In the laboratory, the oxidation is achieved with chromium(VI) oxide in acetic anhydride, which affords nitrobenzyldiacetate.^[4]

References

1 2 4-Nitrobenzaldehyde(555-16-8) (Date Accessed 17 April 2013)
1 2 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.

[ChemicalBook-1] 1 2 4-Nitrobenzaldehyde(555-16-8) (Date Accessed 17 April 2013)

[SigmaAldrich-2] 1 2 Sigma-Aldrich Co., 4-Nitrobenzaldehyde. Retrieved on 4 May 2011.

[3] 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.

[4] Lieberman, S. V.; Connor, Ralph (1938). "p-Nitrobenzaldehyde". Organic Syntheses. 18: 61. doi:10.15227/orgsyn.018.0061.

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References