Chemistry:1,2,4-Trimethylbenzene

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1,2,4-Trimethylbenzene[1]
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
1,2,4-Trimethylbenzene
Other names
Pseudocumene,
Asymmetrical trimethylbenzene,
ψ-Cumene
Identifiers
3D model (JSmol)
1903005
ChEBI
ChEMBL
ChemSpider
EC Number
  • 202-436-9
KEGG
RTECS number
  • DC3325000
UNII
UN number 1993 2325
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)
-101.6·10−6 cm3/mol
Hazards
Safety data sheet Sigma-Aldrich MSDS
GHS pictograms GHS02: FlammableGHS07: HarmfulGHS09: Environmental hazard
GHS Signal word Warning
H226, H315, H319, H332, H335, H411
P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+352, P303+361+353, P304+312, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P391, P403+233, P403+235
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]
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).
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Infobox references

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.

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.[3]

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 making of dyes, perfumes and resins. Another use is as a gasoline additive.[4]

Scintillator

1,2,4-Trimethylbenzene dissolved in mineral oil is used as a liquid scintillator[5] in particle physics experiments such as NOνA and Borexino.

See also

References

  1. Merck Index, 11th Edition, 7929
  2. 2.0 2.1 NIOSH Pocket Guide to Chemical Hazards. "#0638". National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/npg/npgd0638.html. 
  3. 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
  4. "Chemical Summary for 1,2,4-Trimethylbenzene" (text). United States Environmental Protection Agency. 1994-08-01. http://www.epa.gov/chemfact/s_trimet.txt. Retrieved 2008-01-28. 
  5. Mufson, S. (November 1, 2015). "Liquid scintillator production for the NOvA experiment". Nuclear Instruments and Methods A 799: 1–9. doi:10.1016/j.nima.2015.07.026. Bibcode2015NIMPA.799....1M. 

External links