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2-Nitrotoluene
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changed 411133631 2-Nitrotoluene O-Nitrotoluol.svg 100 skin-invert 2-Nitrotoluene-3D-balls.png 100 bg-transparent 1-Methyl-2-nitrobenzene o-Nitrotoluene, o-Methylnitrobenzene, 2-Methylnitrobenzene, ortho-Nitrotoluene correct EBI 47047 correct chemspider 1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3 PLAZTCDQAHEYBI-UHFFFAOYSA-N 1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3 correct PubChem 88-72-2 6944 correct chemspider 21106144 correct EBI 33098 201-853-3 DTXSID4025791 C19597 XT3150000 1664 6Q9N88YIAY changed chemspider PLAZTCDQAHEYBI-UHFFFAOYSA-N Cc1ccccc1[N+](=O)[O-] 1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3
7 7 1 2 yellow liquid weak, aromatic 1.1611 g·cm−3 @ 19°C -10.4 Lide DR CRC handbook of chemistry and physics: a ready-reference book of chemical and physical data 2004 85 CRC Press Boca Ratan Florida 0-8493-0485-7 registration https://archive.org/details/crchandbookofche81lide 222 0.07% (20°C) 0.1 mmHg (20°C) −72.28·10−6 cm3/mol
07 08 09 Danger 302 340 350 361 411 201 202 264 270 273 281 301+312 308+313 330 391 405 501 223 200 ppm0462 891 mg/kg (oral, rat)970 mg/kg (oral, mouse)1750 mg/kg (oral, rabbit)88722 Nitrotoluene (o-, m-, p-isomers) TWA 2 ppm (11 mg/m3) [skin] TWA 5 ppm (30 mg/m3) [skin] 2.2%-? 1 3 1
2-Nitrotoluene or ortho-nitrotoluene is an organic compound with the formula CH3C6H4NO2. It is pale yellow liquid that crystallizes in two forms, called α (−9.27 °C) and β (−3.17 °C). It is mainly a precursor to o-toluidine, which is an intermediate in the production of various dyes.
Synthesis and reactions
It is made by nitrating toluene at above −10 °C. This reaction affords a 2:1 mixture of 2-nitro and 4-nitro isomers.
Chlorination of 2-nitrotoluene gives two isomers of the chloronitrotoluenes. Similarly nitration gives two isomers of dinitrotoluene.
2-Nitrotoluene is mainly consumed in the production of o-toluidine, a precursor to dyes.Gerald Booth Nitro Compounds, Aromatic 2007 10.1002/14356007.a17_411
References
External links
CDC - NIOSH Pocket Guide to Chemical Hazards - o-Nitrotoluene
Category:Nitrotoluenes
Category:2-Tolyl compounds
Category:IARC Group 2A carcinogens