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Record Information
Version1.0
Creation Date2016-05-19 01:35:11 UTC
Update Date2016-11-09 01:09:17 UTC
Accession NumberCHEM004118
Identification
Common Namep-Phenylenediamine
ClassSmall Molecule
DescriptionA phenylenediamine in which the amino functions are at positions 1 and 4 of the benzene nucleus.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
1,4-BenzenediamineChEBI
1,4-DiaminobenzeneChEBI
4-AminoanilineChEBI
4-PhenylenediamineChEBI
p-DiaminobenzeneChEBI
p-PhenylenediamineChEBI
p-Phenylenediamine baseChEBI
Para-phenylenediamineChEBI
Paraphenylene-diamineChEBI
PPDChEBI
PPDAChEBI
1,4-PhenyldiamineMeSH
1,4-PhenylenediamineMeSH
4-Phenylenediamine bromide, ion(1+)MeSH
4-Phenylenediamine dihydrochlorideMeSH
4-Phenylenediamine diperchlorateMeSH
4-Phenylenediamine ion (1+)MeSH
4-Phenylenediamine monohydrobromideMeSH
4-Phenylenediamine monohydrochlorideMeSH
4-Phenylenediamine monohydroiodideMeSH
4-Phenylenediamine monooxalateMeSH
4-Phenylenediamine monoperchlorateMeSH
4-Phenylenediamine monosulfateMeSH
4-Phenylenediamine sulfateMeSH
Ursol-DMeSH
Black hennaMeSH
ParaphenylenediamineMeSH
Chemical FormulaC6H8N2
Average Molecular Mass108.144 g/mol
Monoisotopic Mass108.069 g/mol
CAS Registry Number106-50-3
IUPAC Namebenzene-1,4-diamine
Traditional Namep-phenylenediamine
SMILESNC1=CC=C(N)C=C1
InChI IdentifierInChI=1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2
InChI KeyCBCKQZAAMUWICA-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 Solubility75.8 g/LALOGPS
logP-0.01ALOGPS
logP0.32ChemAxon
logS-0.15ALOGPS
pKa (Strongest Basic)6.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.46 m³·mol⁻¹ChemAxon
Polarizability11.72 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0a4i-3900000000-61081929d919d712e335View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0006-9000000000-34661e2d00632dd3d051View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0a4i-2900000000-ac88e1845d9bf63df052View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 105V, Positivesplash10-052f-9300000000-507544e80b10aab33534View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 120V, Positivesplash10-05mo-9300000000-21ac15e6aeee18f1222cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 150V, Positivesplash10-014l-9200000000-a703ee189bc526ca921dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 180V, Positivesplash10-014i-9100000000-06e266af4900a62680efView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-052f-9400000000-7219f4ee8ca59ed3ecc9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0006-9000000000-1d60caf090423cc1094fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-052f-9600000000-12dcc6e2ac4da25c3ebfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0a4l-6900000000-b333335a7099f9a8b5f3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-0900000000-2c9680b8af4e12a2acfaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0a4i-0900000000-e44a8b42a4a6fca2f034View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 65V, Positivesplash10-0006-9000000000-772244a291b18534be3cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-0006-9000000000-4fc045d75a788d609c72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-c85293167c3205295bd9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-a313caa7a5892d95b415View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f89-9000000000-b84951cb869463c57c01View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-7f020be8fb005e0dfc4cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-7f020be8fb005e0dfc4cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-3900000000-2d74ca8488bb9547e780View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-e3b4bf12745fc30aecd9View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot 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 IDHMDB0256055
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00014965
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkP-Phenylenediamine
Chemspider ID13835179
ChEBI ID51403
PubChem Compound IDNot Available
Kegg Compound IDC19499
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10694312
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10771133
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11495521
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=1395635
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=15462465
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17256041
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=17827020
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=18837732
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=18844695
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=19099270
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=19469519
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=19958436
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=20565505
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=21616561
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23257336
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23510340
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=24385090
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=8254706
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=8735869
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=9540973