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Showing Compound o-Toluidine (FDB004550)

Record Information
Version1.0
Creation date2010-04-08 22:06:17 UTC
Update date2019-11-26 03:00:05 UTC
Primary IDFDB004550
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nameo-Toluidine
DescriptionO-toluidine, also known as 2-aminotoluene or 1-amino-2-methylbenzene, is a member of the class of compounds known as aminotoluenes. Aminotoluenes are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group. O-toluidine is soluble (in water) and a strong basic compound (based on its pKa). O-toluidine can be found in tea, which makes O-toluidine a potential biomarker for the consumption of this food product. O-toluidine is formally rated as a carcinogenic (IARC 1) potentially toxic compound. The chemical properties of the toluidines are quite similar to those of aniline, and toluidines have properties in common with other aromatic amines. Due to the amino group bonded to the aromatic ring, the toluidines are weakly basic. The toluidines are poorly soluble in pure water but dissolve well in acidic water due to formation of ammonium salts, as usual for organic amines. ortho- and meta-toluidines are viscous liquids, but para-toluidine is a flaky solid. This difference is related to the fact that the p-toluidine molecules are more symmetrical. p-Toluidine can be obtained from reduction of p-nitrotoluene. p-Toluidine reacts with formaldehyde to form Tröger's base .
CAS Number95-53-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-Amino-2-methylbenzeneChEBI
1-Methyl-2-aminobenzeneChEBI
2-Amino-1-methylbenzeneChEBI
2-AminotolueneChEBI
2-Methyl-1-aminobenzeneChEBI
2-MethylbenzamineChEBI
2-MethylbenzenamineChEBI
2-ToluidineChEBI
O-AminotolueneChEBI
O-MethylanilineChEBI
O-MethylbenzenamineChEBI
O-TolylamineChEBI
2-Methyl-anilineHMDB
2-Methyl-benzenamineHMDB
2-MethylanilineHMDB, MeSH
2-Methylphenylamine (acd/name 4.0)HMDB
O-ToluideHMDB
O-ToluidinHMDB
O-Toluidine (acd/name 4.0)HMDB
O-ToluidynaHMDB
ortho-ToluidineHMDB, MeSH
Rcra waste number u328HMDB
2-Toluidine sulfateMeSH
2-Toluidine hydrochlorideMeSH
2-Toluidine perchlorateMeSH
2-Toluidine, (ar)-isomerMeSH
2-Toluidine, lithium saltMeSH
2-Methylaniline hydrochloridebiospider
Aniline, 2-methyl-biospider
Benzenamine, 2-methyl-biospider
O-aminotoluenebiospider
O-methylanilinebiospider
O-methylbenzenaminebiospider
O-toluidebiospider
O-toluidinbiospider
O-TOLUIDINE (SEE ALSO O-TOLUIDINE HYDROCHLORIDE 636-21-5)biospider
O-toluidine hydrochloridebiospider
o-Toluidine, liquid or solid [UN1708] [Poison]biospider
O-toluidynabiospider
O-tolylaminebiospider
Predicted Properties
PropertyValueSource
Water Solubility10.8 g/LALOGPS
logP1.32ALOGPS
logP1.66ChemAxon
logS-1ALOGPS
pKa (Strongest Basic)4.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.8 m³·mol⁻¹ChemAxon
Polarizability12.29 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H9N
IUPAC name2-methylaniline
InChI IdentifierInChI=1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3
InChI KeyRNVCVTLRINQCPJ-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=CC=C1N
Average Molecular Weight107.1531
Monoisotopic Molecular Weight107.073499293
Classification
Description Belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassToluenes
Direct ParentAminotoluenes
Alternative Parents
Substituents
  • Aminotoluene
  • 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
Ontology
Physiological effect

Health effect:

Disposition

Source:

Role

Indirect biological role:

Biological role:

Environmental role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point-16.3 oC
Boiling PointNot Available
Experimental Water Solubility16.6 mg/mL at 25 oCHUYSKENS,P et al. (1975)
Experimental logP1.32HANSCH,C ET AL. (1995)
Experimental pKa4.44
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)splash10-0a4i-5900000000-f04208345695340d7d9f2014-09-20View Spectrum
GC-MSo-Toluidine, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-ee7fe6869533a6858f94Spectrum
GC-MSo-Toluidine, non-derivatized, GC-MS Spectrumsplash10-0a4i-6900000000-68480e71423ffd272f9dSpectrum
GC-MSo-Toluidine, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-ee7fe6869533a6858f94Spectrum
GC-MSo-Toluidine, non-derivatized, GC-MS Spectrumsplash10-0a4i-6900000000-68480e71423ffd272f9dSpectrum
Predicted GC-MSo-Toluidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-7900000000-661d661a8df390a5081aSpectrum
Predicted GC-MSo-Toluidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-052f-9500000000-1da8fd338a6e499f67b82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-e311b1811a6d3a59268a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-1c57a6134b99aef823382017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-1843caa3f26f243817eb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-e44d3c280fede3615b132017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-3cd853f6114cba521a132017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-0900000000-b4d6fdb227e5b96216112017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4i-2900000000-2f6e21711a72ca0477a82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0a4l-7900000000-c0f650fc70669757d0e62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9400000000-bcd0a7b786b0217f655c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9100000000-4312ff484c74be4988952017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-4e34b2af3ed0df18b3b22017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-0006-9000000000-8facfe25a950827aa8222017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-ITFT , positivesplash10-00kf-9000000000-978c9096a7e167a13bc32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0006-9000000000-59dad1d5d1802381bc6a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0006-9000000000-31d6e4c02cb1c35d7e2d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0006-9000000000-ee83d5d19af792cc87832017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0006-9000000000-4faf1f04148279e9331a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - APCI-ITFT , positivesplash10-0006-9000000000-4b5d5bc4707cf980910e2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-a715018533d6dc4e80522015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-0370f837fa70b324ecfe2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fc0-9000000000-f0196e420945b736f49b2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-1000f1353d3e835b74982015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-3b8b19ef01e3a1cb8a0d2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9800000000-aecf80c0988d8154d1e92015-04-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID7242
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDO-TOLUIDINE
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 IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
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).