1,2,4-Trimethylbenzene

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1,2,4-Trimethylbenzene[1]
Skeletal formula
Ball-and-stick model
Names
IUPAC name
1,2,4-Trimethylbenzene
Other names
Pseudocumene,
Asymmetrical trimethylbenzene,
psi-cumene
Identifiers
95-63-6 YesY
ChEBI CHEBI:34039 YesY
ChemSpider 6977 YesY
Jmol 3D model Interactive image
KEGG C14533 YesY
  • InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3 YesY
    Key: GWHJZXXIDMPWGX-UHFFFAOYSA-N YesY
  • InChI=1/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3
    Key: GWHJZXXIDMPWGX-UHFFFAOYAF
  • c1c(ccc(c1C)C)C
Properties
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)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

1,2,4-Trimethylbenzene 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%).

Production

Industrially, 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.[2]

Uses

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 manufacture of dyes, perfumes, and resins. Another major use is as a gasoline additive.[3]

Niche

1,2,4-Trimethylbenzene dissolved in mineral oil is used as a liquid scintillator.

See Also

References

  1. Merck Index, 11th Edition, 7929
  2. 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. doi:10.1002/14356007.a13_227
  3. Lua error in package.lua at line 80: module 'strict' not found.

External links