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Diphenylamine (FDB010494)

Record Information
Version1.0
Creation date2010-04-08 22:09:09 UTC
Update date2020-02-24 19:10:59 UTC
Primary IDFDB010494
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDiphenylamine
DescriptionIt is used for control of superficial scald in stored apples Diphenylamine is the organic compound with the formula (C6H5)2NH. It is a colourless solid, but samples are often yellow due to oxidized impurities.; It is a weak base, with a KB of 10?14. With strong acids, it forms the water soluble salt. Diphenylamine is found in many foods, some of which are wild celery, tea, lemon, and garden onion.
CAS Number122-39-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP3.34ALOGPS
logP3.41ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)0.78ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area12.03 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity54.54 m³·mol⁻¹ChemAxon
Polarizability19.26 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H11N
IUPAC nameN-phenylaniline
InChI IdentifierInChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H
InChI KeyDMBHHRLKUKUOEG-UHFFFAOYSA-N
Isomeric SMILESN(C1=CC=CC=C1)C1=CC=CC=C1
Average Molecular Weight169.2224
Monoisotopic Molecular Weight169.089149357
Classification
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
  • Secondary amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 85.17%; H 6.55%; N 8.28%DFC
Melting PointMp 52-54°DFC
Boiling PointBp 302°DFC
Experimental Water Solubility0.053 mg/mL at 20 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logP3.50HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-014i-5900000000-8c8ae83e5ede4467297a2014-09-20View Spectrum
GC-MSDiphenylamine, non-derivatized, GC-MS Spectrumsplash10-014i-2900000000-0f2d7d76998f0e03ab74Spectrum
GC-MSDiphenylamine, non-derivatized, GC-MS Spectrumsplash10-014i-0900000000-86a150c3e0c06fd6c431Spectrum
GC-MSDiphenylamine, non-derivatized, GC-MS Spectrumsplash10-014i-8900000000-43ff93288efd91fa24fdSpectrum
GC-MSDiphenylamine, non-derivatized, GC-MS Spectrumsplash10-014i-2900000000-0f2d7d76998f0e03ab74Spectrum
GC-MSDiphenylamine, non-derivatized, GC-MS Spectrumsplash10-014i-0900000000-86a150c3e0c06fd6c431Spectrum
GC-MSDiphenylamine, non-derivatized, GC-MS Spectrumsplash10-014i-8900000000-43ff93288efd91fa24fdSpectrum
Predicted GC-MSDiphenylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-2900000000-95ad298f6a9717294697Spectrum
Predicted GC-MSDiphenylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-336cf3dcad8a94f8f2fe2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-17db2a0cdb58bb5824c32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-3900000000-2a0efcae7cb8dd1770412017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-006x-9800000000-e79da21524f340fefcd42017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-9200000000-d3f71eb25d134e12dec62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-9100000000-5dfcdb1d8c44264cc1532017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-0900000000-2283250c2cf8e7fdffbd2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-2900000000-3a5b94cdf663cbe3bc482017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9200000000-797a3103a29e18b04c1c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-cbc979c9a66db9d0b5c42017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-f417cc3873e4f1ad2c802017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-0900000000-cf90bb96548b3a94c35b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-2900000000-76156abb74c3638533592017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9300000000-30558c8720d9f497b7e02017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9200000000-5838e4d5ff5e8f3a93232017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9200000000-9d965a101be070305d882017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-0900000000-2228916b18e1afebcbc62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-0900000000-12e21d12706763f57b902017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00dl-4900000000-f2aab9a54df33c3c91262017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-00c2a79f600db264c67d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0900000000-3f72bbc5daf7c9fd95582016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v4l-9700000000-f5a6b692c949f5a02f602016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-10096022c5cd3d3963742016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-899ac00162614581a4412016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-5900000000-4f65d69ee98d44ec919f2016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
ChemSpider ID11003
ChEMBL IDCHEMBL38688
KEGG Compound IDC11016
Pubchem Compound ID11487
Pubchem Substance IDNot Available
ChEBI ID4640
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32562
CRC / DFC (Dictionary of Food Compounds) IDFBK63-A:FBK63-A
EAFUS IDNot Available
Dr. Duke IDDIPHENYLAMINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDiphenylamine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti diabetic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
hypoglycemic35526 A drug which lowers the blood glucose level.DUKE
nephrotoxic50909 A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.DUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).