1,2,3-Trichlorobenzene (CHEM000107)

Record Information
Version1.0
Creation Date2009-03-06 18:58:06 UTC
Update Date2026-08-23 09:04:40 UTC
Accession NumberCHEM000107
Identification
Common Name1,2,3-Trichlorobenzene
ClassSmall Molecule
Description
1,2,3-Trichlorobenzene is an organochloride aromatic compound and one of the three isomeric forms of trichlorobenzene. Trichlorobenzene is used as a solvent. (4)
Contaminant Sources
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • Sludge Chemicals
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Aromatic Hydrocarbon
  • Industrial/Workplace Toxin
  • Lachrymator
  • Organic Compound
  • Organochloride
  • PMT
  • Pesticide
  • Solvent
  • Synthetic Compound
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2,3-TrichlorbenzolChEBI
1,2,6-TrichlorobenzeneChEBI
Vic-trichlorobenzeneChEBI
TrichlorobenzeneMeSH
Chemical FormulaC6H3Cl3
Average Molecular Mass181.447 g/mol
Monoisotopic Mass179.930 g/mol
CAS Registry Number87-61-6
IUPAC Name1,2,3-trichlorobenzene
Traditional Name1,2,3-trichlorobenzene
SMILESClC1=CC=CC(Cl)=C1Cl
InChI IdentifierInChI=1S/C6H3Cl3/c7-4-2-1-3-5(8)6(4)9/h1-3H
InChI KeyRELMFMZEBKVZJC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentChlorobenzenes
Alternative Parents
Substituents
  • Chlorobenzene
  • Aryl halide
  • Aryl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Membrane Fraction
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite crystals.
Experimental Properties
PropertyValue
Melting Point53.5°C
Boiling PointNot Available
Solubility0.018 mg/mL at 25 °C [CHIOU,CT et al. (1986)]
Predicted Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP4.07ALOGPS
logP3.79ChemAxon
logS-3.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity40.47 m³·mol⁻¹ChemAxon
Polarizability15.27 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureOral (6) ; inhalation (6) ; dermal (6)
Mechanism of ToxicityTrichlorobenzene may uncouple mitochondrial oxidative phosphorylation, inducing potassium ion release and inhibiting respiratory control. It's metabolites may covalently bind to cellular proteins and alkylate DNA. (2, 3)
MetabolismTrichlorobenzene is absorbed via oral, inhalation, and dermal routes. It is believed to be metabolized via cytochrome p-450 enzymes into metabolites that include phenols, mercapturic acid, and catechols.(6)
Toxicity ValuesLD50: 756 mg/kg (Oral, Rat) (5)
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesTrichlorobenzene is used as a solvent in chemical manufacturing, as well as in dyes, dielectric fluid, synthetic transformer oils, lubricants, heat-transfer medium, and insecticides. (7)
Minimum Risk LevelNot Available
Health EffectsHigh levels of trichlorobenzene may damage the liver, kidney, and thyroid. (1)
SymptomsTrichlorobenzene irritates the eyes and respiratory tract. (5)
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00053966
BiGG IDNot Available
BioCyc IDCPD-10627
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID13864445
ChEBI ID35289
PubChem Compound ID6895
Kegg Compound IDC14408
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=24289932