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Tetrachloro-m-xylene

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Tetrachloro-m-xylene
Skeletal formula of TCMX
Skeletal formula of TCMX
Ball-and-stick model of TCMX
Ball-and-stick model of TCMX
Names
Preferred IUPAC name 1,2,3,5-Tetrachloro-4,6-dimethylbenzene
Other names Tetrachlorometaxylene
2,4,5,6-Tetrachlorometaxylene
Identifiers
CAS Number
3D model (JSmol)
Abbreviations TCMX
ChemSpider
ECHA InfoCard 100.011.715 Edit this at Wikidata
EC Number
  • 212-886-8
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H6Cl4/c1-3-5(9)4(2)7(11)8(12)6(3)10/h1-2H3Key: NTUBJKOTTSFEEV-UHFFFAOYSA-N
  • InChI=1/C8H6Cl4/c1-3-5(9)4(2)7(11)8(12)6(3)10/h1-2H3Key: NTUBJKOTTSFEEV-UHFFFAOYAN
SMILES
  • Clc1c(c(Cl)c(c(Cl)c1Cl)C)C
Properties
Chemical formula C8H6Cl4
Molar mass 243.94524
Appearance colorless or white solid
Melting point 223 °C (433 °F; 496 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tetrachloro-m-xylene (tetrachlorometaxylene, or TCMX) is the organochlorine compound with the formula C6Cl4(CH3)2. It is the chlorinated derivative of m-xylene in which the four aromatic hydrogen atoms are replaced by chlorine. It is prepared by ferric chloride-catalyzed reaction of the xylene with chlorine.

TCMX is used as an internal standard in the analysis of organochlorides, particularly organochloride pesticides.

References

  1. Riegger, Paul; Steffen, Klaus Dieter (1979). "Chlorination of xylenes and secondary Products. I. Chlorination of the nucleus and Side Chains of Xylenes". Chemiker-Zeitung. 103: 1-7.
  2. Organochlorine Pesticides by GCxGC-ECD
  3. Wang, Wentao; Meng, Bingjun; Lu, Xiaoxia; Liu, Yu; Tao, Shu (2007). "Extraction of polycyclic aromatic hydrocarbons and organochlorine pesticides from soils: A comparison between Soxhlet extraction, microwave-assisted extraction and accelerated solvent extraction techniques". Analytica Chimica Acta. 602 (2): 211–222. Bibcode:2007AcAC..602..211W. doi:10.1016/j.aca.2007.09.023. PMID 17933606.
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