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1,2,3-Trimethylbenzene
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changed 477202533 Hemellitol.svg skin-invert 1,2,3-Trimethylbenzene-3D-balls.png bg-transparent 1,2,3-Trimethylbenzene Hemellitol; Hemimellitol, Hemimelithol; Hemimellitine; Hemimellitene correct ?? 526-73-8 1903410 correct EBI 34037 1797279 correct chemspider 10236 208-394-8 326517 10686 DC3300000 correct FDA ZK4R7UPH6R 1993 c1(cccc(c1C)C)C 1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3 correct chemspider 1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3 correct chemspider FYGHSUNMUKGBRK-UHFFFAOYSA-N
9 12 Colorless liquid31060 0.89 g/mL −25 176 0.006% (20°C) 1 mmHg (16.7°C)
FlammableCDC - NIOSH Pocket Guide to Chemical Hazards 51 470 02 07 08 Warning 226 315 319 335 210 233 240 241 242 243 261 264 271 280 302+352 303+361+353 304+340 305+351+338 312 321 332+313 337+313 362 370+378 403+233 403+235 405 501 none0637 0.8%-6.6% N.D. TWA 25 ppm (125 mg/m3)
1,2,3-Trimethylbenzene is an organic compound with the chemical formula C6H3(CH3)3. Classified as an aromatic hydrocarbon, it is a flammable colorless liquid. It is nearly insoluble in water but soluble in organic solvents.
The compound occurs naturally in coal tar and petroleum. It is one of the three isomers of trimethylbenzene. It is used in jet fuel, mixed with other hydrocarbons, to prevent the formation of solid particles which might damage the engine.
German chemist Oscar Georg Friedrich Jacobsen Oscar Jacobsen de Oscar Jacobsen first prepared the hydrocarbon in 1882 and designated it hemellitol as a reference to the trivial name of hexamethylbenzene.Jacobsen Oscar 1882 Ueber Isodurol, Isodurylsäuren und das dritte Trimethylbenzol https://books.google.com/books?id=Mxb-NAhE8K4C&pg=PA1857 Berichte der deutschen chemischen Gesellschaft en 15 2 1853–1858 10.1002/cber.18820150292 0365-9496 Four years later he also discovered it in the coal tar.Jacobsen Oscar 1886 Beitrag zur Kenntniss der zwischen 170 und 200° siedenden Kohlenwasserstoffe des Steinkohlentheeröls https://books.google.com/books?id=YzBJAAAAYAAJ&pg=PA2511 Berichte der deutschen chemischen Gesellschaft en 19 2 2511–2515 10.1002/cber.188601902195 0365-9496
Production
Industrially, it is isolated from the C9 aromatic hydrocarbon fraction during petroleum distillation. It is also generated by methylation of toluene and xylenes.Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke "Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. 10.1002/14356007.a13_227
References
Category:Alkylbenzenes
Category:C3-Benzenes