3-Nitrobenzaldehyde

3-Nitrobenzaldehyde[1][2]
Skeletal formula of 3-nitrobenzaldehyde
Ball-and-stick model of the 3-nitrobenzaldehyde molecule
Names
Preferred IUPAC name
3-Nitrobenzaldehyde
Other names
m-Nitrobenzaldehyde
Properties
C7H5NO3
Molar mass 151.12 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
-68.55·10−6 cm3/mol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.520
Hazards
Main hazards Harmful,Potentially mutagenic
R-phrases (outdated) R20 R21 R22
S-phrases (outdated) S26 S28
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
1
2
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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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