en 1,2,3-Trichlorobenzene

1,2,3-Trichlorobenzene
Names
	Preferred IUPAC name 1,2,3-Trichlorobenzene
	Other names 1,2,3-TCB
Identifiers
CAS Number	87-61-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	956882
ChEBI	CHEBI:35289;
ChEMBL	ChEMBL46557;
ChemSpider	13864445;
ECHA InfoCard	100.001.598
EC Number	201-757-1;
Gmelin Reference	847785
KEGG	C14408;
PubChem CID	6895;
RTECS number	DC2095000;
UNII	NUR9777IK4 ;
CompTox Dashboard (EPA)	DTXSID8026193;
	InChI InChI=1S/C6H3Cl3/c7-4-2-1-3-5(8)6(4)9/h1-3H Key: RELMFMZEBKVZJC-UHFFFAOYSA-N;
	SMILES C1=CC(=C(C(=C1)Cl)Cl)Cl;
Properties
Chemical formula	C6H3Cl3
Molar mass	181.44 g·mol−1
Appearance	white 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)
Solubility in water	Soluble
Hazards
	GHS labelling:
Pictograms
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 [77 °F], 100 kPa). Infobox references

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.

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]

References

^ "1,2,3-Trichlorobenzene". Sigma Aldrich. Retrieved 22 June 2023.
^ "1,2,3-Trichlorobenzene". Thermo Fisher. Retrieved 22 June 2023.
^ 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.
^ "ICSC 1222 - 1,2,3-TRICHLOROBENZENE". International Labour Organization. Retrieved 22 June 2023.
^ ^a ^b "GESTIS-Stoffdatenbank". gestis.dguv.de. Retrieved 22 June 2023.
^ Montgomery, John H. (23 August 1991). Groundwater Chemicals Field Guide. CRC Press. p. 193. ISBN 978-0-87371-554-6. Retrieved 22 June 2023.
^ 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.

[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.

[GESTIS-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.

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1,2,3-Trichlorobenzene

Synthesis

Physical properties

Uses

See also

References

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