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1,2,3-Trichlorobenzene

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1,2,3-Trichlorobenzene
Names
Preferred IUPAC name 1,2,3-Trichlorobenzene
Other names 1,2,3-TCB
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 956882
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.598 Edit this at Wikidata
EC Number
  • 201-757-1
Gmelin Reference 847785
KEGG
PubChem CID
RTECS number
  • DC2095000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H3Cl3/c7-4-2-1-3-5(8)6(4)9/h1-3HKey: RELMFMZEBKVZJC-UHFFFAOYSA-N
SMILES
  • C1=CC(=C(C(=C1)Cl)Cl)Cl
Properties
Chemical formula C6H3Cl3
Molar mass 181.44 g·mol
Appearance white crystals
Density 1.45 g/cm
Melting point 53.5 °C (128.3 °F; 326.6 K)
Boiling point 218.5 °C (425.3 °F; 491.6 K)
Solubility in water Soluble
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS09: Environmental hazard
Signal word Warning
Hazard statements H302, H410
Precautionary statements P273, P301, P312, P330
Flash point 112.7 °C (234.9 °F; 385.8 K)
Related compounds
Related compounds 1,2,4-Trichlorobenzene
1,3,5-Trichlorobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

1,2,3-Trichlorobenzene is an organochlorine compound with the chemical formula C6H3Cl3. This is one of three isomers of trichlorobenzene; the two others are 1,2,4-Trichlorobenzene and 1,3,5-Trichlorobenzene.

Synthesis

1,2,3-Trichlorobenzene can be prepared via dehydrohalogenation of hexachlorocyclohexane. Also, 1,3,5-trichlorobenzene is formed as a byproduct. Small amounts of 1,2,3-trichlorobenzene can also be produced while chlorinating benzene with iron(III) chloride as a catalyst.

Physical properties

The compound forms white crystals with a faint aromatic odor. It is combustible and poorly soluble in water. The substance is irritating to eyes and the respiratory tract.

Uses

1,2,3-Trichlorobenzene is used as a herbicide. Also as a solvent for high-melting products, as a coolant in electrical installations and glass tempering.

See also

  • Chlorobenzenes—different numbers of chlorine substituents and isomeric forms.

References

  1. "1,2,3-Trichlorobenzene". Sigma Aldrich. Retrieved 22 June 2023.
  2. "1,2,3-Trichlorobenzene". Thermo Fisher. Retrieved 22 June 2023.
  3. Beck, Uwe; Löser, Eckhard (15 October 2011). "Chlorinated Benzenes and Other Nucleus-Chlorinated Aromatic Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH Verlag GmbH & Co. KGaA. doi:10.1002/14356007.o06_o03. ISBN 978-3527306732.
  4. "ICSC 1222 - 1,2,3-TRICHLOROBENZENE". International Labour Organization. Retrieved 22 June 2023.
  5. ^ "GESTIS-Stoffdatenbank". gestis.dguv.de. Retrieved 22 June 2023.
  6. Montgomery, John H. (23 August 1991). Groundwater Chemicals Field Guide. CRC Press. p. 193. ISBN 978-0-87371-554-6. Retrieved 22 June 2023.
  7. National Study of Chemical Residues in Fish: Volume I. DIANE Publishing. 1992. p. C-240. ISBN 978-1-4289-0620-4. Retrieved 22 June 2023.
Chlorine compounds
Chlorides and acids
Chlorine fluorides
Chlorine oxides
Chlorine oxyfluorides
Chlorine(I) derivatives
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