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4-Nitrobenzaldehyde

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4-Nitrobenzaldehyde
Skeletal formula of 4-nitrobenzaldehyde
Ball-and-stick model of the 4-nitrobenzaldehyde molecule
Names
Preferred IUPAC name 4-Nitrobenzaldehyde
Other names p-Nitrobenzaldehyde
Properties
Chemical formula C7H5NO3
Molar mass 151.121 g·mol
Appearance slightly yellowish crystalline powder
Density 1.546 g/cm
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 cm/mol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.008.259 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5HKey: BXRFQSNOROATLV-UHFFFAOYSA-N
  • InChI=1/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5HKey: BXRFQSNOROATLV-UHFFFAOYAO
SMILES
  • O=()c1ccc(C=O)cc1
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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:

O2NC6H4CHBr2 + H2O → O2NC6H4CHO + 2 HBr

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

References

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