1,2,3-Trichlorobenzene

Last updated
1,2,3-Trichlorobenzene
1,2,3-trichlorobenzene.svg
1,2,3-Trichlorobenzene-3D-vdW.png
Names
Preferred IUPAC name
1,2,3-Trichlorobenzene
Other names
1,2,3-TCB
Identifiers
3D model (JSmol)
956882
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.598 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-757-1
847785
KEGG
PubChem CID
RTECS number
  • DC2095000
UNII
  • InChI=1S/C6H3Cl3/c7-4-2-1-3-5(8)6(4)9/h1-3H
    Key: RELMFMZEBKVZJC-UHFFFAOYSA-N
  • C1=CC(=C(C(=C1)Cl)Cl)Cl
Properties
C6H3Cl3
Molar mass 181.44 g·mol−1
Appearancewhite crystals
Density 1.45 g/cm3
Melting point 53.5 °C (128.3 °F; 326.6 K)
Boiling point 218.5 °C (425.3 °F; 491.6 K)
Soluble
Hazards
GHS labelling:
GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Warning
H302, H410
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 [77 °F], 100 kPa).

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

Contents

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. [3]

Physical properties

The compound forms white crystals with a faint aromatic odor. It is combustible [4] and poorly soluble in water. [5] The substance is irritating to eyes and the respiratory tract.

Uses

1,2,3-Trichlorobenzene is used as a herbicide. [5] [6] Also as a solvent for high-melting products, as a coolant in electrical installations and glass tempering. [7]

See also

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. 1 2 "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.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.