2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro- (CHEM009486)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:05:56 UTC
Update Date2016-10-28 10:01:26 UTC
Accession NumberCHEM009486
Identification
Common Name2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro-
ClassSmall Molecule
DescriptionA member of the class of 1,4-benzoquiones that is 1,4-benzoquinone in which all four hydrogens are substituted by chlorines.
Contaminant Sources
  • Disinfection Byproducts
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,3,5,6-Tetrachlor-1,4-benzochinonChEBI
2,3,5,6-Tetrachloro-1,4-benzoquinoneChEBI
2,3,5,6-Tetrachloro-2,5-cyclohexadiene-1,4-dioneChEBI
2,3,5,6-Tetrachloro-p-benzoquinoneChEBI
2,3,5,6-Tetrachlorobenzo-1,4-quinoneChEBI
alpha-ChloranilChEBI
ChloranilChEBI
p-ChloranilChEBI
Tetrachloro-p-benzoquinoneChEBI
TetrachlorobenzoquinoneChEBI
TetrachloroparabenzoquinoneChEBI
a-ChloranilGenerator
Α-chloranilGenerator
tetrachloro-1,4-BenzoquinoneMeSH
VulklorMeSH
CoversanMeSH
ReranilMeSH
SpergonMeSH
tetrachloro 1,4 BenzoquinoneMeSH
Chemical FormulaC6Cl4O2
Average Molecular Mass245.860 g/mol
Monoisotopic Mass243.865 g/mol
CAS Registry Number118-75-2
IUPAC Nametetrachlorocyclohexa-2,5-diene-1,4-dione
Traditional Namechloranil
SMILESClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O
InChI IdentifierInChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
InChI KeyUGNWTBMOAKPKBL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • Alpha-haloketone
  • Alpha-chloroketone
  • Vinylogous halide
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Organic oxide
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
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 Solubility0.0023 g/LALOGPS
logP2.85ALOGPS
logP2.58ChemAxon
logS-5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.19 m³·mol⁻¹ChemAxon
Polarizability18.38 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-2290000000-c568818057cf686e654bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-4090000000-ab224b210eb6975d3682Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-1090000000-f0320fee36847d05822dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-e76d5c486615050e8afdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-4b276c0959743acc967eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-4b276c0959743acc967eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0090000000-4b276c0959743acc967eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-3d2fad62fc7198276be0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-3d2fad62fc7198276be0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-1190000000-ab2b5720d0ec3c2272b7Spectrum
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 IDHMDB0250089
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 ID8068
ChEBI ID36703
PubChem Compound IDNot Available
Kegg Compound IDC18933
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11864786
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19408893
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20797618