Tetrachloro-m-xylene

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.^[1]

Tetrachloro-m-xylene

Skeletal formula 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	877-09-8 Y
3D model (JSmol)	Interactive image
Abbreviations	TCMX
ChemSpider	63327 Y
ECHA InfoCard	100.011.715
EC Number	212-886-8
PubChem CID	70139
UNII	O8XMK3B4S9 Y
CompTox Dashboard (EPA)	DTXSID6075433
InChI InChI=1S/C8H6Cl4/c1-3-5(9)4(2)7(11)8(12)6(3)10/h1-2H3 Y Key: NTUBJKOTTSFEEV-UHFFFAOYSA-N Y InChI=1/C8H6Cl4/c1-3-5(9)4(2)7(11)8(12)6(3)10/h1-2H3 Key: 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 [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

TCMX is used as an internal standard in the analysis of organochlorides, particularly organochloride pesticides.^[2][3]