3-Nitrobenzaldehyde

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3-Nitrobenzaldehyde[1][2]
Skeletal formula of 3-nitrobenzaldehyde
Ball-and-stick model of the 3-nitrobenzaldehyde molecule
Names
IUPAC name
3-Nitrobenzaldehyde
Other names
m-Nitrobenzaldehyde
Properties
C7H5NO3
Molar mass 151.121 g·mol−1
Appearance Yellowish to brownish crystalline powder or granulate
Melting point 58.5 °C (137.3 °F; 331.6 K)
Boiling point 164 °C (327 °F; 437 K) at 23 mmHg
16.3 mg/mL
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.520 Edit this at Wikidata
  • InChI=1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H checkY
    Key: ZETIVVHRRQLWFW-UHFFFAOYSA-N checkY
  • InChI=1/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H
    Key: ZETIVVHRRQLWFW-UHFFFAOYAC
  • O=[N+]([O-])c1cc(C=O)ccc1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Harmful,Potentially mutagenic
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

3-Nitrobenzaldehyde, meta-nitrobenzaldehyde or m-nitrobenzaldehyde is an organic aromatic compound containing a nitro group meta-substituted to an aldehyde. 3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid.

Synthesis

The synthesis of 3-nitrobenzaldehyde is accomplished via nitration of benzaldehyde, which yields mostly the meta-isomer. Product distribution is about 19% for the ortho-, 72% for the meta- and 9% for the para isomers.[3]

Uses

A known use of 3-Nitrobenzaldehyde is in the synthesis of Tipranavir.

References

  1. ^ 3-Nitrobenzaldehyde
  2. ^ 3-Nitrobenzaldehyde MSDS
  3. ^ Structure of Benzene, California State University Dominguez Hills
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