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Record Information
Version2.0
Creation Date2014-10-14 21:20:40 UTC
Update Date2014-12-24 20:27:01 UTC
Accession NumberT3D4992
Identification
Common Namem-Dichlorobenzene
ClassSmall Molecule
Descriptionm-Dichlorobenzene belongs to the family of Chlorobenzenes. These are compounds containing a chlorine atom attached to a benzene moiety
Compound Type
  • Industrial/Workplace Toxin
  • Metabolite
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
Synonym
1,3-dichlorobenzene
m-phenylene dichloride
meta-dichlorobenzene
metadichlorobenzene
Chemical FormulaC6H4Cl2
Average Molecular Mass147.002 g/mol
Monoisotopic Mass145.969 g/mol
CAS Registry Number541-73-1
IUPAC Name1,3-dichlorobenzene
Traditional Name3-dichlorobenzene
SMILESClC1=CC(Cl)=CC=C1
InChI IdentifierInChI=1S/C6H4Cl2/c7-5-2-1-3-6(8)4-5/h1-4H
InChI KeyInChIKey=ZPQOPVIELGIULI-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • 1,3-dichlorobenzene
  • 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
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point-24 C
Boiling Point172-173 C
SolubilityInsoluble in water
LogPNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP3.45ALOGPS
logP3.18ChemAxon
logS-3.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.67 m³·mol⁻¹ChemAxon
Polarizability13.28 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-01ot-1911110000-f6260abecf7b329b06c4JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-7900000000-e1d7f62522ad8abfbc9eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-1900000000-1207145e8dd1dbd6ef68JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-2281bf748000d702c707JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-01ot-1911110000-f6260abecf7b329b06c4JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-2900000000-a3ed59e8b50943bb1a99JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - EBE 12V, positivesplash10-0002-0900000000-b53c01a205ef67a09ee6JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-981c08953feda7b094e4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-981c08953feda7b094e4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-1900000000-02f1e39ad7a96a59470fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-6e3ba38a82febd07ba41JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-6e3ba38a82febd07ba41JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-3900000000-29f04df89a8c0025da23JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-a9d440f8a98d9647aefbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-a9d440f8a98d9647aefbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0900000000-d0500c4431b70d46583fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-49a9c8d124e4edc0341aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-49a9c8d124e4edc0341aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-9e0fb848fd0b53c8ecd4JSpectraViewer
Toxicity Profile
Route of ExposureInhalation
Mechanism of ToxicityThe liver damage caused in rats by 1,3-dichlorobenzene is accompanied by induction of xenobiotic metabolizing enzymes of the phenobarbital type. In rats, a disturbance in thyroid homoeostasis can develop by hepatic enzyme induction: 1,3-dichlorobenzene induces glucuronosyl transferases. The conjugation of the thyroid hormones thyroxine (1) and triiodothyronine (2) is increased by the induction of glucuronosyl transferases. This leads to an increased release of T4 and T3 in the thyroid follicles.
Metabolism1,3-Dichlorobenzene is readily absorbed after ingestion.
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (3)
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsAcute (short-term) exposure to 1,4-dichlorobenzene, via inhalation in humans, results in irritation of the skin, throat, and eyes. Chronic (long-term) 1,4-dichlorobenzene inhalation exposure in humans results in effects on the liver, skin, and central nervous system (CNS). No information is available on the reproductive, developmental, or carcinogenic effects of 1,4-dichlorobenzene in humans. A National Toxicology Program (NTP) study reported that 1,4-dichlorobenzene caused kidney tumors in male rats and liver tumors in both sexes of mice by gavage (experimentally placing the chemical in their stomachs).
SymptomsNot Available
TreatmentNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB59855
PubChem Compound ID10943
ChEMBL IDNot Available
ChemSpider ID13857694
KEGG IDC19397
UniProt IDNot Available
OMIM ID
ChEBI ID36693
BioCyc IDNot Available
CTD IDNot Available
Stitch IDNot Available
PDB IDNot Available
ACToR IDNot Available
Wikipedia LinkNot Available
References
Synthesis ReferenceNot Available
MSDST3D4992.pdf
General References
  1. Ellenhorn MJ and Barceloux DG (1988). Diagnosis and treatment of human poisoning. Medical Toxicology. New York, New York: Elsevier Science Publishing Company, Inc.
  2. Emsley, John (2001). Nature's Building Blocks: An A-Z Guide to the Elements. Oxford: Oxford University Press.
  3. International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. [Link]
Gene Regulation
Up-Regulated GenesNot Available
Down-Regulated GenesNot Available