Chemistry:1,4-Bis(trichloromethyl)benzene

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1,4-Bis(trichloromethyl)benzene
C6H4(CCl3)2.svg
Names
Other names
hexachloroxylene; hexachloroparaxylene; Chloxil; Chloxyl
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 200-686-3
UNII
Properties
Appearance white solid
Density 1.778 g/cm3
Melting point 108–110 °C (226–230 °F; 381–383 K)
Boiling point 213 °C (415 °F; 486 K)
Hazards
GHS pictograms GHS05: CorrosiveGHS06: Toxic
GHS Signal word Danger
H301, H311, H314, H331
P260, P261, P264, P270, P271, P280, P301+310, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P311, P312, P321, P322, P330, P361, P363, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

1,4-Bis(trichloromethyl)benzene is an organic compound with the formula C6H4(CCl3)2. A white solid, it is prepared industrially by chlorination of para-xylene. It reacts with terephthalic acid to give terephthaloyl chloride, a precursor to Kevlar.[1] It also reacts with sulfur dioxide to give the same acid chloride and thionyl chloride.[2] It reacts with hydrogen fluoride in 1,2-dichloroethane to form 1,4-bis(chlorodifluoromethyl)benzene in a yield of 79%.[3]

See also

References

  1. Pfoertner, Karl-Heinz (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_573. 
  2. Rondestvedt, Christian S. (1976). "New Syntheses of Aromatic Acid Chlorides from Trichloromethylarenes. 1. Reaction with Sulfur Dioxide". The Journal of Organic Chemistry 41 (22): 3569–3574. doi:10.1021/jo00884a017. 
  3. Dolbier, William R.; Duan, Jian-Xin; Rong, Xiao X. (2007). "Efficient synthesis of p-bis-(chlorodifluoromethyl)benzene". Journal of Fluorine Chemistry (Elsevier BV) 128 (10): 1091–1093. doi:10.1016/j.jfluchem.2007.05.007. ISSN 0022-1139.