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Record Information
Version1.0
Creation Date2016-05-19 01:34:19 UTC
Update Date2016-11-09 01:09:16 UTC
Accession NumberCHEM004085
Identification
Common Name1,2-Phenylenediamine
ClassSmall Molecule
DescriptionA phenylenediamine in which the two amino groups are ortho to each other.
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-DiaminobenzeneChEBI
2-AminoanilineChEBI
2-Phenylene diamineChEBI
O-PhenylenediamineChEBI
OPDAChEBI
Phenylene-1,2-dimaineChEBI
1,2-Diaminobenzene dihydrochlorideMeSH
2,3-DiaminobenzeneMeSH
OrthophenylenediamineMeSH
1,2-PhenylenediamineMeSH
ortho-PhenylenediamineMeSH
Chemical FormulaC6H8N2
Average Molecular Mass108.144 g/mol
Monoisotopic Mass108.069 g/mol
CAS Registry Number95-54-5
IUPAC Namebenzene-1,2-diamine
Traditional Nameo-phenylenediamine
SMILESNC1=CC=CC=C1N
InChI IdentifierInChI=1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2
InChI KeyGEYOCULIXLDCMW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentAniline and substituted anilines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic 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 Solubility77.6 g/LALOGPS
logP-0.08ALOGPS
logP0.32ChemAxon
logS-0.14ALOGPS
pKa (Strongest Basic)4.74ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.46 m³·mol⁻¹ChemAxon
Polarizability11.61 ųChemAxon
Number of Rings1ChemAxon
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, Positivesplash10-0a4l-8900000000-10aa89c29fc401792badView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9400000000-1f63aa0331c1e230b5e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9000000000-2da1c7a9eb86c364a85cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-21af471a60cea645b088View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2900000000-5983082d69867c7ce612View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9800000000-da59977d081e40f9baf9View 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 LinkO-Phenylenediamine
Chemspider IDNot Available
ChEBI ID34043
PubChem Compound ID7243
Kegg Compound IDC14402
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23099167
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23172354
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23220522
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23232561
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23245188
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23317160
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23323634
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23364618
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23452313
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=2420897
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=9025914