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Record Information
Version1.0
Creation Date2016-05-19 01:31:05 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003972
Identification
Common Name2,3,4,6-Tetrachlorophenol
ClassSmall Molecule
DescriptionNot Available
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • Sludge Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
2346-tetrachloro-PhenolChEMBL
2,3,4,6-Tetrachlorophenol sodium saltMeSH
Chemical FormulaC6H2Cl4O
Average Molecular Mass231.880 g/mol
Monoisotopic Mass229.886 g/mol
CAS Registry Number58-90-2
IUPAC Name2,3,4,6-tetrachlorophenol
Traditional Namechlorophenols
SMILESOC1=C(Cl)C(Cl)=C(Cl)C=C1Cl
InChI IdentifierInChI=1S/C6H2Cl4O/c7-2-1-3(8)6(11)5(10)4(2)9/h1,11H
InChI KeyVGVRPFIJEJYOFN-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as p-chlorophenols. These are chlorophenols carrying a iodine at the C4 position of the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassHalophenols
Direct ParentP-chlorophenols
Alternative Parents
Substituents
  • 4-chlorophenol
  • 2-chlorophenol
  • 3-chlorophenol
  • Halobenzene
  • Chlorobenzene
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl chloride
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0978 mg/mLALOGPS
logP4.37ALOGPS
logP4.09ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)5.49ChemAxon
pKa (Strongest Basic)-8.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.26 m3·mol-1ChemAxon
Polarizability18.44 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0090000000-dba09e38f682b17a1153View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0090000000-92cb920f9f17d8192ec6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0090000000-ebb78886c203a8f23a49View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0090000000-8f94e6129ccbe86459d0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0390000000-fb2ca22269ec6915af29View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-002f-0960000000-6935f4550068caefe8d0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID5806
ChEBI IDNot Available
PubChem Compound ID6028
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Dodd DE, Pluta LJ, Sochaski MA, Banas DA, Thomas RS (2012) Subchronic hepatotoxicity evaluation of 2,3,4,6-tetrachlorophenol in sprague dawley rats. Journal of toxicology;J Toxicol;2012 ;2012:376246 (PMID: 22666246)
2. Hattula ML, Wasenius VM, Krees R, Arstila AU, Kihlström M (1981) Acute and short-term toxicity of 2,3,4,6-tetrachlorophenol in rats. Bulletin of environmental contamination and toxicology;Bull Environ Contam Toxicol;1981 Jun;26(6):795-800 (PMID: 7260450)
3. Chatain V, Hanna K, de Brauer C, Bayard R, Germain P (2004) Enhanced solubilization of arsenic and 2,3,4,6 tetrachlorophenol from soils by a cyclodextrin derivative. Chemosphere;Chemosphere;2004 Oct;57(3):197-206 (PMID: 15312736)
4. Gee JM, Peel JL (1974) Metabolism of 2,3,4,6-tetrachlorophenol by micro-organisms from broiler house litter. Journal of general microbiology;J. Gen. Microbiol.;1974 Dec;85(2):237-43 (PMID: 4475687)
5. Kalman,D A,DA (1984) Determination of pentachlorophenol and 2,3,4,6-tetrachlorophenol in human urine by high resolution gas chromatography. Journal of chromatographic science;J Chromatogr Sci;1984 Oct;22(10):452-5
6. Männistö MK, Tiirola MA, Puhakka JA (2001) Degradation of 2,3,4,6-tetrachlorophenol at low temperature and low dioxygen concentrations by phylogenetically different groundwater and bioreactor bacteria. Biodegradation;Biodegradation;2001 ;12(5):291-301 (PMID: 11995822)
7. Renner G, Hopfer C (1990) Metabolic studies on pentachlorophenol (PCP) in rats. Xenobiotica; the fate of foreign compounds in biological systems;Xenobiotica;1990 Jun;20(6):573-82 (PMID: 2219952)
8. Engst,R,R, Macholz,R M,RM, Kujawa,M,M (1975) [Identification of metabolites and metabolism of hexachlorobenzene in a mold culture]. Die Nahrung;Nahrung;1975 ;19(7):603-6
9. Ahlborg,U G,UG, Larsson,K,K (1978) Metabolism of tetrachlorophenols in the rat. Archives of toxicology;Arch. Toxicol.;1978 Feb;40(1):63-74
10. Renner,G,G (1980) Metabolic studies on pentachloronitrobenzene (PCNB) in rats. Xenobiotica; the fate of foreign compounds in biological systems;Xenobiotica;1980 Jul-Aug;10(7-8):537-50