1,3,5-Trichlorobenzene

1,3,5-Trichlorobenzene
Names
Preferred IUPAC name
1,3,5-Trichlorobenzene
Other names
sym-Trichlorobenzene
Identifiers
CAS Number
  • 108-70-3 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
 1635233
ChEBI
  • CHEBI:49916 checkY
ChEMBL
  • ChEMBL44228 checkY
ChemSpider
  • 7662 checkY
DrugBank
  • DB03836 checkY
ECHA InfoCard 100.003.281 Edit this at Wikidata
EC Number
  • 203-608-6
Gmelin Reference
 601358
PubChem CID
  • 7950
RTECS number
  • DC2100100
UNII
  • 2HS4M0BX3C checkY
CompTox Dashboard (EPA)
  • DTXSID8026195 Edit this at Wikidata
InChI
  • InChI=1S/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3H checkY
    Key: XKEFYDZQGKAQCN-UHFFFAOYSA-N checkY
  • InChI=1/C6H3Cl3/c7-4-1-5(8)3-6(9)2-4/h1-3H
    Key: XKEFYDZQGKAQCN-UHFFFAOYAQ
  • Clc1cc(Cl)cc(Cl)c1
Properties[1]
Chemical formula
 C6H3Cl3
Molar mass 181.44 g·mol−1
Appearance White solid
Melting point 63 °C (145 °F; 336 K)
Boiling point 208.0 °C (406.4 °F; 481.1 K)[2]
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[3]
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H312, H315, H319, H332, H335, H412
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):
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 [77 °F], 100 kPa).
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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.[4]

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.