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Record Information
Version1.0
Creation Date2016-05-19 01:33:44 UTC
Update Date2016-11-09 01:09:16 UTC
Accession NumberCHEM004065
Identification
Common NamePhthalic anhydride
ClassSmall Molecule
DescriptionThe cyclic dicarboxylic anhydride that is the anhydride of phthalic acid.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
1,2-Benzenedicarboxylic acid anhydrideChEBI
1,3-DioxophthalanChEBI
1,3-IsobenzofurandioneChEBI
1,3-PhthalandioneChEBI
O-Phthalic acid anhydrideChEBI
Ortho-phthalic acid anhydrideChEBI
PhthalsaeureanhydridChEBI
1,2-Benzenedicarboxylate anhydrideGenerator
O-Phthalate anhydrideGenerator
Ortho-phthalate anhydrideGenerator
1,2-Benzenedicarboxylic anhydrideMeSH
Phthalic acid anhydrideMeSH
Phthalic anhydride, 14C-labeled CPDMeSH
Chemical FormulaC8H4O3
Average Molecular Mass148.117 g/mol
Monoisotopic Mass148.016 g/mol
CAS Registry Number85-44-9
IUPAC Name1,3-dihydro-2-benzofuran-1,3-dione
Traditional Namephthalic anhydride
SMILESO=C1OC(=O)C2=CC=CC=C12
InChI IdentifierInChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H
InChI KeyLGRFSURHDFAFJT-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
  • Benzenoid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid anhydride
  • Oxacycle
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • 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
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 Solubility4.98 g/LALOGPS
logP0.89ALOGPS
logP1.42ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.37 m³·mol⁻¹ChemAxon
Polarizability13.17 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-83102fae6c15f32d6783View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-fc87e0a34dafc32d51a0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-4900000000-b28c370a4b91d094f50dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-a6cef5304339fa00a0aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-0900000000-35a28b102abb5f1bcb6fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-dc59da278dfb9e5fabc8View in MoNA
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 LinkPhthalic_anhydride
Chemspider IDNot Available
ChEBI ID36605
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=12269934
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1447476
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21901887
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21902644
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22222149
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22883110
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22887795
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23549605
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23680900