Misplaced Pages

3-Nitrotoluene

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
3-Nitrotoluene
Names
Preferred IUPAC name 1-Methyl-3-nitrobenzene
Other names m-Nitrotoluene
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.480 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H7NO2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3
SMILES
  • O=()c1cccc(C)c1
Properties
Chemical formula C7H7NO2
Molar mass 137.138 g·mol
Appearance yellow liquid
Odor mild, aromatic
Density 1.1581 g·cm @ 20°C
Melting point 15.5 °C (59.9 °F; 288.6 K)
Boiling point 232 °C (450 °F; 505 K)
Solubility in water 0.05% (20°C)
Vapor pressure 0.1 mmHg (20°C)
Magnetic susceptibility (χ) -72.71·10 cm/mol
Hazards
Flash point 106 °C; 223 °F; 379 K
Explosive limits 1.6%-?
NIOSH (US health exposure limits):
PEL (Permissible) TWA 5 ppm (30 mg/m)
REL (Recommended) TWA 2 ppm (11 mg/m)
IDLH (Immediate danger) 200 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound Not to be confused with TNT.

3-Nitrotoluene or meta-nitrotoluene is an organic compound with the formula CH3C6H4NO2. It is one of three isomers of nitrotoluene. A yellow liquid, it is used in the manufacture of meta-toluidine, which is an intermediate in the production of various dyes.

Synthesis and reactions

It is made by nitrating toluene by conventional mixed acid (acetyl nitrate doesn't produce it): this reaction mainly affords a 2:1 mixture of 2-nitro and 4-nitro isomers, but after removal of the 2-isomer, the 3-nitrotoluene can be purified by distillation. It is a precursor to toluidine, which is used in producing azo dyes.

References

  1. ^ NIOSH Pocket Guide to Chemical Hazards. "#0463". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Lide DR, ed. (2004). CRC handbook of chemistry and physics: a ready-reference book of chemical and physical data (85 ed.). Boca Ratan Florida: CRC Press. ISBN 0-8493-0485-7.
  3. ^ Gerald Booth (2007). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3527306732.
  4. Amé Pictet; Eug. Khotinsky (January 1907). "Über Acetylnitrat". Berichte der Deutschen Chemischen Gesellschaft (in German). 40 (1): 1163–1166. doi:10.1002/CBER.190704001172. ISSN 0365-9496. Wikidata Q61714426.

External links

Stub icon

This article about an aromatic compound is a stub. You can help Misplaced Pages by expanding it.

Categories: