4-Nitrobenzaldehyde

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

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[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]
Magnetic susceptibility (χ)	−66.57·10−6 cm3/mol
Identifiers
CAS Number	555-16-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:66926 N
ChEMBL	ChEMBL164236 Y
ChemSpider	526 Y
ECHA InfoCard	100.008.259
PubChem CID	541
UNII	NX859P8MB0 Y
CompTox Dashboard (EPA)	DTXSID5022061
InChI InChI=1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H Y Key: BXRFQSNOROATLV-UHFFFAOYSA-N Y 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	[2]
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). N verify (what is YN ?) Infobox references

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]