3-Nitrobenzaldehyde
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.
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| Names | |||
|---|---|---|---|
| Preferred IUPAC name
3-Nitrobenzaldehyde | |||
| Other names
m-Nitrobenzaldehyde | |||
| Properties | |||
Chemical formula |
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 | ||
Solubility in water |
16.3 mg/mL | ||
Magnetic susceptibility (χ) |
-68.55·10−6 cm3/mol | ||
| Identifiers | |||
CAS Number |
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3D model (JSmol) |
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| ChEMBL | |||
| ChemSpider | |||
| ECHA InfoCard | 100.002.520 | ||
PubChem CID |
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| UNII | |||
CompTox Dashboard (EPA) |
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InChI
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SMILES
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| Hazards | |||
| Main hazards | Harmful,Potentially mutagenic | ||
| R-phrases (outdated) | R20 R21 R22 | ||
| S-phrases (outdated) | S26 S28 | ||
| NFPA 704 (fire 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 | |||
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
- 3-Nitrobenzaldehyde
- "3-Nitrobenzaldehyde MSDS". Archived from the original on 2011-07-07. Retrieved 2009-07-18.
- Structure of Benzene, California State University Dominguez Hills
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