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1,3,5-Trichlorobenzene

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1,3,5-Trichlorobenzene
Names
Preferred IUPAC name 1,3,5-Trichlorobenzene
Other names sym-Trichlorobenzene
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1635233
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.281 Edit this at Wikidata
EC Number
  • 203-608-6
Gmelin Reference 601358
PubChem CID
RTECS number
  • DC2100100
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3HKey: XKEFYDZQGKAQCN-UHFFFAOYSA-N
  • InChI=1/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3HKey: XKEFYDZQGKAQCN-UHFFFAOYAQ
SMILES
  • Clc1cc(Cl)cc(Cl)c1
Properties
Chemical formula C6H3Cl3
Molar mass 181.44 g·mol
Appearance White solid
Melting point 63 °C (145 °F; 336 K)
Boiling point 208.0 °C (406.4 °F; 481.1 K)
Solubility in water 0.6 mg/100 mL
Related compounds
Related compounds 1,2,3-Trichlorobenzene
1,2,4-Trichlorobenzene
1,3,5-Tribromobenzene
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H302, H312, H315, H319, H332, H335, H412
Precautionary statements P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Flash point 107 °C (225 °F; 380 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) 800 mg/kg (oral, rat)
3350 mg/kg (oral, mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

1,3,5-Trichlorobenzene is an organochlorine compound. It is one of the three isomers of trichlorobenzene. Being more symmetrical than the other isomers, it exists as colourless crystals whereas the other isomers are liquids at room temperature.

It is not formed upon chlorination of benzene. Instead it is prepared by the Sandmeyer reaction from 3,5-dichloroaniline.

See also

  • Chlorobenzenes—different numbers of chlorine substituents and isomeric forms

References

  1. 1,3,5-Trichlorobenzene, International Programme on Chemical Safety
  2. Jaw, Ching-Guang; Chen, I-Ming; Yen, Jui-Hung; Wang, Yei-Shung (December 1999). "Partial solubility parameters of chlorobenzene and chlorophenol compounds at equilibrium distribution in two immiscible phases". Chemosphere. 39 (15): 2607–2620. Bibcode:1999Chmsp..39.2607J. doi:10.1016/s0045-6535(99)00173-3. ISSN 0045-6535.
  3. MSDS for 1,3,5-Trichlorobenzene
  4. U. Beck; E. Löser (2012). "Chlorinated Benzenes and Other Nucleus-Chlorinated Aromatic Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o06_o03. ISBN 978-3527306732.
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