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3-Nitrotoluene


Column 1Column 2
Preferred IUPAC name
1-Methyl-3-nitrobenzene
Other names
m-Nitrotoluene
CAS Number.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}99-08-1 Y
3D model (JSmol)Interactive image
ChEBICHEBI:39931
ChemSpider21106146
ECHA InfoCard100.002.480
PubChem CID7422
UNII29A9W826KQ Y
CompTox Dashboard (EPA)DTXSID5021831
InChI
InChI=1S/C7H7NO2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3
SMILES
O=N+c1cccc(C)c1
Chemical formulaC7H7NO2
Molar mass137.138 g·mol−1
Appearanceyellow liquid
Odormild, aromatic
Density1.1581 g·cm−3 @ 20°C
Melting point15.5 °C (59.9 °F; 288.6 K)
Boiling point232 °C (450 °F; 505 K)
Solubility in water0.05% (20°C)
Vapor pressure0.1 mmHg (20°C)
Magnetic susceptibility (χ)−72.71·10−6 cm3/mol
Flash point106 °C; 223 °F; 379 K
Explosive limits1.6%-?
NIOSH (US health exposure limits):
PEL (Permissible)TWA 5 ppm (30 mg/m3) [skin]
REL (Recommended)TWA 2 ppm (11 mg/m3) [skin]
IDLH (Immediate danger)200 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references | |

3-Nitrotoluene or meta-nitrotoluene is an organic compound with the formula .mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}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.

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.

  • CDC - NIOSH Pocket Guide to Chemical Hazards - m-Nitrotoluene
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