Tetrachlorophthalic anhydride (CED0019408)

Record Information
Version1.0
Creation Date2016-05-19 03:05:40 UTC
Update Date2026-08-24 10:21:00 UTC
Accession NumberCHEM009476
Identification
Common NameTetrachlorophthalic anhydride
ClassSmall Molecule
Description
Tetrachlorophthalic anhydride (C8Cl4O3) is a chemical compound with an average molecular weight of 285.89 g/mol. Tetrachlorophthalic anhydride belongs to the benzofuranones, a subclass of benzofurans within the organic compounds. In industrial applications, the compound is used in polyurethane plastics. The substance has been identified in or released from 35 recorded sources. These sources span multiple sectors, including building and construction materials such as ceilings, fencing, and waterproofing sprays. It is found in household cleaning and consumer products, specifically soap detergents and perfumes within detergents and soaps, as well as in tobacco smoke filters. Within the electrical and electronic equipment sector, it is associated with antennas, amplifiers, electric switches, coils, and conductors or conductive bodies characterised by the conductive materials. Environmental presence is noted in aquatic systems and sediments, including freshwater, seawater, surface water, and groundwater. It is also detected in wastewater, sanitation, and biosolids, specifically in unspecified wastewater, mine wastewater, industrial wastewater, and wastewater treatment effluent. Additionally, the compound is found in drinking water and water supply sources, including tap water, bottled water, and desalinated water. Recorded exposure routes for the compound include oral, inhalation, and touch.
Contaminant Type
  • PMT
Chemical Structure
Synonyms
ValueSource
1,3-Dioxy-4,5,6,7-tetrachloroisobenzofuranChEBI
4,5,6,7-Tetrachloro-1,3-isobenzofurandioneChEBI
Etrachlorophthalic acid anhydrideChEBI
TetrathalChEBI
Etrachlorophthalate anhydrideGenerator
Tetrachlorophthalic anhydrideMeSH
Chemical FormulaC8Cl4O3
Average Molecular Mass285.890 g/mol
Monoisotopic Mass283.860 g/mol
CAS Registry Number117-08-8
IUPAC Nametetrachloro-1,3-dihydro-2-benzofuran-1,3-dione
Traditional Nametetrachlorophthalic anhydride
SMILESClC1=C(Cl)C(Cl)=C(Cl)C2=C1C(=O)OC2=O
InChI IdentifierInChI=1S/C8Cl4O3/c9-3-1-2(8(14)15-7(1)13)4(10)6(12)5(3)11
InChI KeyAUHHYELHRWCWEZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phthalic anhydrides. Phthalic anhydrides are compounds containing a phthalic anhydride moiety (or a derivative thereof), which consists of a benzene fused to a furan-1,3-dione.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzofurans
Sub ClassBenzofuranones
Direct ParentPhthalic anhydrides
Alternative Parents
Substituents
  • Phthalic anhydride
  • Phthalic_anhydride
  • Isobenzofuranone
  • Isocoumaran
  • Aryl chloride
  • Aryl halide
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Carboxylic acid anhydride
  • Vinylogous halide
  • Carboxylic acid derivative
  • Oxacycle
  • Organohalogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organochloride
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0033 g/LALOGPS
logP3.77ALOGPS
logP3.84ChemAxon
logS-4.9ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity56.58 m³·mol⁻¹ChemAxon
Polarizability21.78 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-000i-0090000000-994a011a61544daee8adNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-331eacd1c7f537d33a5bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-331eacd1c7f537d33a5bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-331eacd1c7f537d33a5bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-cb878fd6f287bb6c2680Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-cb878fd6f287bb6c2680Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-cb878fd6f287bb6c2680Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2802.0Log mg/kg[1600:5000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
3Irrigation waterAgriculture & land managementNot Available
27Water CoolersAppliances, HVAC & refrigerantsNot Available
43Water heatersAppliances, HVAC & refrigerantsNot Available
50GroundwaterAquatic systems & sedimentsNot Available
51Surface waterAquatic systems & sedimentsNot Available
52SeawaterAquatic systems & sedimentsNot Available
53FreshwaterAquatic systems & sedimentsNot Available
70Stormwater runoffAutomotive & urban infrastructureNot Available
88Waterproofing spraysBuilding & ConstructionNot Available
115Drinking waterDrinking water & water supplyNot Available
116Tap waterDrinking water & water supplyNot Available
117Bottled waterDrinking water & water supplyNot Available
118Desalinated waterDrinking water & water supplyNot Available
181Ballast waterMarine, shipping & aquacultureNot Available
182Bilge waterMarine, shipping & aquacultureNot Available
468Industrial wastewaterWastewater, sanitation & biosolidsNot Available
470Wastewater treatment effluentWastewater, sanitation & biosolidsNot Available
475Mine wastewaterWastewater, sanitation & biosolidsNot Available
477Wastewater, unspecifiedWastewater, sanitation & biosolidsNot Available
495CeilingsBuilding & ConstructionNot Available
496FencingBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
625Racing SportsRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
635ButtonsTextiles, leather & furnishingsNot Available
640Embroidering And TuftingTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
647Multicolour DyeingTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
658Touch FastenersTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureNAD-dependent histone deacetylase SIR2P06700Saccharomyces cerevisiae S288cPredicted (SEA)2.64687
Click to view 3D structureChymotrypsin-like elastase family member 2AP00774Rattus norvegicusPredicted (SEA)3.34752
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)5552.98
Liver carboxylesterase 1 structureClick to view 3D structureLiver carboxylesterase 1P23141HumansPredicted (SEA)993.2
Cholinesterase structureClick to view 3D structureCholinesteraseP06276HumansPredicted (SEA)4612.33
Click to view 3D structureCocaine esteraseO00748HumansPredicted (SEA)744.628
Click to view 3D structureProtein translocase subunit SecA 2Q2FUW6Staphylococcus aureus (strain NCTC 8325)Predicted (SEA)1.01204
Toll-like receptor 9 structureClick to view 3D structureToll-like receptor 9Q9NR96HumansPredicted (SEA)4229.63
Click to view 3D structureHeat shock factor protein 1P38532Mus musculusPredicted (SEA)5483.62
Mediator of RNA polymerase II transcription subunit 25 structureClick to view 3D structureMediator of RNA polymerase II transcription subunit 25Q71SY5HumansPredicted (SEA)16.4262
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)5936.86
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)6481.26
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)6119.88
Click to view 3D structureChymotrypsinogen AP00766Bos taurusPredicted (SEA)3057.92
Indoleamine 2,3-dioxygenase 1 structureClick to view 3D structureIndoleamine 2,3-dioxygenase 1P14902HumansPredicted (SEA)5065.42
Click to view 3D structureGenome polyproteinP29990dengue virus type 2Predicted (SEA)3280.41
Click to view 3D structureDNA damage-inducible transcript 3 proteinP35639Mus musculusPredicted (SEA)6347.98
X-box-binding protein 1 structureClick to view 3D structureX-box-binding protein 1P17861HumansPredicted (SEA)6353.51
Click to view 3D structure1-deoxy-D-xylulose-5-phosphate synthase, chloroplasticQ38854Arabidopsis thalianaPredicted (SEA)271.694
Neutrophil elastase structureClick to view 3D structureNeutrophil elastaseP08246HumansPredicted (SEA)4695.94
Click to view 3D structureMitochondrial import inner membrane translocase subunit TIM23P32897Saccharomyces cerevisiae S288cPredicted (SEA)4689.09
Sphingosine 1-phosphate receptor 4 structureClick to view 3D structureSphingosine 1-phosphate receptor 4O95977HumansPredicted (SEA)5757.73
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)6600.68
M-phase inducer phosphatase 2 structureClick to view 3D structureM-phase inducer phosphatase 2P30305HumansPredicted (SEA)2613.24
Thymidylate synthase structureClick to view 3D structureThymidylate synthaseP04818HumansPredicted (SEA)2457.39
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0258873
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 ID8023
ChEBI ID59097
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12209178
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=3711550
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=627936
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=6822691
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=8349934
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=9648696