1,2,3-Trichlorobenzene
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Names | |||
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Preferred IUPAC name 1,2,3-Trichlorobenzene | |||
Other names 1,2,3-TCB | |||
Identifiers | |||
CAS Number |
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3D model (JSmol) |
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Beilstein Reference | 956882 | ||
ChEBI |
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.001.598 | ||
EC Number |
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Gmelin Reference | 847785 | ||
KEGG |
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PubChem CID |
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RTECS number |
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UNII |
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CompTox Dashboard (EPA) |
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InChI
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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) | ||
Soluble | |||
Hazards | |||
GHS labelling: | |||
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). 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]
See also
- Chlorobenzenes—different numbers of chlorine substituents and isomeric forms.
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.
- v
- t
- e
- ClF
- ClF3
- ClF5
- ClO
- ClO2
- Cl2O
- Cl2O2
- Cl2O3
- Cl2O4
- Cl2O5
- Cl2O6
- Cl2O7
- ClO4
- ClOF
- ClOF3
- ClO2F
- ClOF5 (predicted)
- ClO2F3
- ClO3F
- ClNO3
- ClSO3F
- ClN3
- Cl3N