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Names | |||
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Preferred IUPAC name
3-Nitrobenzaldehyde | |||
Other names
m-Nitrobenzaldehyde, meta-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 | |||
-68.55·10−6 cm3/mol | |||
Identifiers | |||
3D model (JSmol) |
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ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.002.520 | ||
EC Number |
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PubChem CID |
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UNII | |||
CompTox Dashboard (EPA) |
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Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards |
Harmful,Potentially mutagenic | ||
GHS labelling: | |||
Warning | |||
H302, H315, H319, H335, H411 | |||
P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501 | |||
NFPA 704 (fire diamond) | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
3-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][4]
Uses
3-Nitrobenzaldehyde is a precursor to the drug Tipranavir. It is a mainstay in the synthesis of Dihydropyridine calcium channel blockers. Via selective reduction of the nitro group, it is a precursor to the diazonium salt.[5]
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
- ↑ Brühne, Friedrich; Wright, Elaine (2011). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_463.pub2. ISBN 978-3527306732.
- ↑ Johannes S. Buck and Walter S. Ide (1933). "m-Chlorobenzaldehyde". Organic Syntheses. 13: 28. doi:10.15227/orgsyn.013.0028.
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