1,2,4-Trimethylbenzene, also known as pseudocumene, is an organic compound with the chemical formula C6H3(CH3)3. Classified as an aromatic hydrocarbon, it is a flammable colorless liquid with a strong odor. It is nearly insoluble in water but soluble in organic solvents. It occurs naturally in coal tar and petroleum (about 3%). It is one of the three isomers of trimethylbenzene.
Industrially, it is isolated from the C9aromatic hydrocarbon fraction during petroleum distillation. Approximately 40% of this fraction is 1,2,4-trimethylbenzene. It is also generated by methylation of toluene and xylenes and the disproportionation of xylene over aluminosilicate catalysts.[3]
Usesedit
Pseudocumene is a precursor to mellitic anhydride, from which high performance polymers are made. It is also used as a sterilizing agent and in the making of dyes, perfumes and resins. Another use is as a gasoline additive.[4]
^Mufson, S.; et al. (November 1, 2015). "Liquid scintillator production for the NOvA experiment". Nuclear Instruments and Methods A. 799: 1–9. arXiv:1504.04035. Bibcode:2015NIMPA.799....1M. doi:10.1016/j.nima.2015.07.026. S2CID 118578183.
External linksedit
EPA Chemical Fact Sheet
CDC – NIOSH Pocket Guide to Chemical Hazards
January 01, 1970
trimethylbenzene, also, known, pseudocumene, organic, compound, with, chemical, formula, c6h3, classified, aromatic, hydrocarbon, flammable, colorless, liquid, with, strong, odor, nearly, insoluble, water, soluble, organic, solvents, occurs, naturally, coal, p. 1 2 4 Trimethylbenzene also known as pseudocumene is an organic compound with the chemical formula C6H3 CH3 3 Classified as an aromatic hydrocarbon it is a flammable colorless liquid with a strong odor It is nearly insoluble in water but soluble in organic solvents It occurs naturally in coal tar and petroleum about 3 It is one of the three isomers of trimethylbenzene 1 2 4 Trimethylbenzene 1 Skeletal formula Ball and stick model Names Preferred IUPAC name 1 2 4 Trimethylbenzene Other names Pseudocumene Asymmetrical trimethylbenzene ps Cumene Identifiers CAS Number 95 63 6 Y 3D model JSmol Interactive image Beilstein Reference 1903005 ChEBI CHEBI 34039 Y ChEMBL ChEMBL1797280 ChemSpider 6977 Y ECHA InfoCard 100 002 216 EC Number 202 436 9 KEGG C14533 Y PubChem CID 7247 RTECS number DC3325000 UNII 34X0W8052F Y UN number 1993 2325 CompTox Dashboard EPA DTXSID6021402 InChI InChI 1S C9H12 c1 7 4 5 8 2 9 3 6 7 h4 6H 1 3H3 YKey GWHJZXXIDMPWGX UHFFFAOYSA N YInChI 1 C9H12 c1 7 4 5 8 2 9 3 6 7 h4 6H 1 3H3Key GWHJZXXIDMPWGX UHFFFAOYAF SMILES c1c ccc c1C C C Properties Chemical formula C9H12 Molar mass 120 19 g mol Appearance Colorless liquid Density 0 8761 g cm3 Melting point 43 78 C 46 80 F 229 37 K Boiling point 169 to 171 C 336 to 340 F 442 to 444 K Magnetic susceptibility x 101 6 10 6 cm3 mol Hazards GHS labelling Pictograms Signal word Warning Hazard statements H226 H315 H319 H332 H335 H411 Precautionary statements P210 P233 P240 P241 P242 P243 P261 P264 P271 P273 P280 P302 P352 P303 P361 P353 P304 P312 P304 P340 P305 P351 P338 P312 P321 P332 P313 P337 P313 P362 P370 P378 P391 P403 P233 P403 P235 P405 P501 Flash point 44 4 C 111 9 F 317 5 K Explosive limits 0 9 6 4 2 NIOSH US health exposure limits PEL Permissible none 2 Safety data sheet SDS Sigma Aldrich MSDS Related compounds Related compounds 1 2 3 Trimethylbenzene 1 3 5 Trimethylbenzene Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Contents 1 Production 2 Uses 2 1 Scintillator 3 See also 4 References 5 External linksProduction editIndustrially it is isolated from the C9 aromatic hydrocarbon fraction during petroleum distillation Approximately 40 of this fraction is 1 2 4 trimethylbenzene It is also generated by methylation of toluene and xylenes and the disproportionation of xylene over aluminosilicate catalysts 3 Uses editPseudocumene is a precursor to mellitic anhydride from which high performance polymers are made It is also used as a sterilizing agent and in the making of dyes perfumes and resins Another use is as a gasoline additive 4 Scintillator edit 1 2 4 Trimethylbenzene dissolved in mineral oil is used as a liquid scintillator 5 in particle physics experiments such as NOnA and Borexino See also editCumeneReferences edit Merck Index 11th Edition 7929 a b NIOSH Pocket Guide to Chemical Hazards 0638 National Institute for Occupational Safety and Health NIOSH Karl Griesbaum Arno Behr Dieter Biedenkapp Heinz Werner Voges Dorothea Garbe Christian Paetz Gerd Collin Dieter Mayer Hartmut Hoke Hydrocarbons in Ullmann s Encyclopedia of Industrial Chemistry 2002 Wiley VCH Weinheim doi 10 1002 14356007 a13 227 Chemical Summary for 1 2 4 Trimethylbenzene text United States Environmental Protection Agency 1994 08 01 Retrieved 2008 01 28 Mufson S et al November 1 2015 Liquid scintillator production for the NOvA experiment Nuclear Instruments and Methods A 799 1 9 arXiv 1504 04035 Bibcode 2015NIMPA 799 1M doi 10 1016 j nima 2015 07 026 S2CID 118578183 External links editEPA Chemical Fact Sheet CDC NIOSH Pocket Guide to Chemical Hazards Retrieved from https en wikipedia org w index php title 1 2 4 Trimethylbenzene amp oldid 1216042538, wikipedia, wiki, book, books, library,
