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Record Information
StatusDetected but not Quantified
Creation Date2012-09-11 17:50:30 UTC
Update Date2019-07-23 06:11:16 UTC
Secondary Accession Numbers
  • HMDB32562
Metabolite Identification
Common NameDiphenylamine
DescriptionDiphenylamine, also known as anilinobenzene or C6H5-NH-C6H5, belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety. Diphenylamine is found, on average, in the highest concentration within garden onions (Allium cepa). Diphenylamine has also been detected, but not quantified in, several different foods, such as corianders (Coriandrum sativum), red tea, lemons (Citrus limon), teas (Camellia sinensis), and herbal tea. This could make diphenylamine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Diphenylamine.
Benzenamine, N-phenyl-, styrenatedHMDB
Big dipperHMDB
Deccoscald 282HMDB
Diphenylamine indicatorHMDB
Diphenylamine, acsHMDB
Diphenylamine, reaction product with 2,2,4-trimethylpenteneHMDB
N-Phenylbenzenamine, 9ciHMDB
N-Phenylbenzenamine, styrenatedHMDB
Naugalube 428lHMDB
no ScaldHMDB
no Scald dpa 283HMDB
NO-Scald dpa 283HMDB
Shield dpaHMDB
Styrenated diphenylamineHMDB
Styrene, reaction product with diphenylamineHMDB
Chemical FormulaC12H11N
Average Molecular Weight169.2224
Monoisotopic Molecular Weight169.089149357
IUPAC NameN-phenylaniline
Traditional Namediphenylamine
CAS Registry Number122-39-4
InChI Identifier
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
  • 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

Route of exposure:


Biological location:


Environmental role:

Biological role:

Physical Properties
Experimental Molecular Properties
Melting Point52 - 54 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.053 mg/mL at 20 °CNot Available
LogP3.50Not Available
Predicted Molecular Properties
Water Solubility0.25 g/LALOGPS
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
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available137.4731661259
DarkChem[M-H]-PredictedNot Available135.69531661259

Retention Indices


Not Available


Not Available


Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-2900000000-0f2d7d76998f0e03ab742017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-0900000000-86a150c3e0c06fd6c4312017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-8900000000-43ff93288efd91fa24fd2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-2900000000-0f2d7d76998f0e03ab742018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-0900000000-86a150c3e0c06fd6c4312018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-8900000000-43ff93288efd91fa24fd2018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-2900000000-95ad298f6a97172946972017-09-01View Spectrum
MSMass Spectrum (Electron Ionization)splash10-014i-5900000000-8c8ae83e5ede4467297a2014-09-20View Spectrum


Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-336cf3dcad8a94f8f2fe2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-17db2a0cdb58bb5824c32017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-3900000000-2a0efcae7cb8dd1770412017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-006x-9800000000-e79da21524f340fefcd42017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-9200000000-d3f71eb25d134e12dec62017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-9100000000-5dfcdb1d8c44264cc1532017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-0900000000-2283250c2cf8e7fdffbd2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-2900000000-3a5b94cdf663cbe3bc482017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9200000000-797a3103a29e18b04c1c2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-cbc979c9a66db9d0b5c42017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-f417cc3873e4f1ad2c802017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-0900000000-cf90bb96548b3a94c35b2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-2900000000-76156abb74c3638533592017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9300000000-30558c8720d9f497b7e02017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9200000000-5838e4d5ff5e8f3a93232017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9200000000-9d965a101be070305d882017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-0900000000-2228916b18e1afebcbc62017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00di-0900000000-12e21d12706763f57b902017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00dl-4900000000-f2aab9a54df33c3c91262017-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-00c2a79f600db264c67d2016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0900000000-3f72bbc5daf7c9fd95582016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v4l-9700000000-f5a6b692c949f5a02f602016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-10096022c5cd3d3963742016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-899ac00162614581a4412016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-5900000000-4f65d69ee98d44ec919f2016-08-03View Spectrum


Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)2014-09-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)2014-09-23View Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Normal Concentrations
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010494
KNApSAcK IDNot Available
Chemspider ID11003
KEGG Compound IDC11016
BioCyc IDCPD-9937
BiGG IDNot Available
Wikipedia LinkDiphenylamine
METLIN IDNot Available
PubChem Compound11487
PDB IDNot Available
ChEBI ID4640
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
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  3. Shyla B, Nagendrappa G: Redox spectrophotometric method involving electrolytically generated manganese(III) sulphate with diphenylamine for the determination of ascorbic acid present in the samples of various fruits, commercial juices and sprouted food grains. Food Chem. 2013 Jun 1;138(2-3):2036-42. doi: 10.1016/j.foodchem.2012.11.076. Epub 2012 Nov 24. [PubMed:23411340 ]
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  13. Jin R, Levermore PA, Huang J, Wang X, Bradley DD, deMello JC: On the use and influence of electron-blocking interlayers in polymer light-emitting diodes. Phys Chem Chem Phys. 2009 May 14;11(18):3455-62. doi: 10.1039/b819200f. Epub 2009 Mar 6. [PubMed:19421548 ]
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  15. Agarwala S, Peh CK, Ho GW: Investigation of ionic conductivity and long-term stability of a LiI and KI coupled diphenylamine quasi-solid-state dye-sensitized solar cell. ACS Appl Mater Interfaces. 2011 Jul;3(7):2383-91. doi: 10.1021/am200296f. Epub 2011 Jun 20. [PubMed:21648469 ]
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  17. Kim JS, Lu L, Sreearunothai P, Seeley A, Yim KH, Petrozza A, Murphy CE, Beljonne D, Cornil J, Friend RH: Optoelectronic and charge transport properties at organic-organic semiconductor interfaces: comparison between polyfluorene-based polymer blend and copolymer. J Am Chem Soc. 2008 Oct 1;130(39):13120-31. doi: 10.1021/ja803766j. Epub 2008 Sep 4. [PubMed:18767836 ]
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