Record Information
Version1.0
Creation date2010-04-08 22:06:51 UTC
Update date2020-09-17 15:36:14 UTC
Primary IDFDB005814
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,2,3-Trimethylbenzene
Description1,2,3-Trimethyl-benzene or Hemimellitene, also known as hemellitol, belongs to the class of organic compounds known as benzenes and substituted benzene derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Hemimellitene is an uncharged, neutral compound and exists as a flammable colorless liquid. It is nearly insoluble in water but soluble in organic solvents. It occurs naturally in coal tar and petroleum. There are three isomers of trimethylbenzene, mesitylene, pseudocumene, and hemimellitene, with hemimellitene being more toxic due to its relatively slow metabolism in mammals (PMID: 1129786). Industrially, it is frequently used in jet fuel, mixed with other hydrocarbons, to prevent the formation of solid particles which might damage the engine. Hemimellitene is found naturally in a number of fruits, essential oils and nuts, including carrot leaf oil, plum fruit, corn, sweet charries, plumcot fruit, and black walnuts (and black walnut essential oils).
CAS Number526-73-8
Structure
Thumb
Synonyms
SynonymSource
HemellitolChEBI
HemimellitolChEBI
HemimelliteneChEBI
1,2,3-Trimethylbenzenebiospider
Benzene, 1,2,3-trimethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.079 g/LALOGPS
logP3.63ALOGPS
logP3.51ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.18 m³·mol⁻¹ChemAxon
Polarizability14.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H12
IUPAC name1,2,3-trimethylbenzene
InChI IdentifierInChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3
InChI KeyFYGHSUNMUKGBRK-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=CC(C)=C1C
Average Molecular Weight120.1916
Monoisotopic Molecular Weight120.093900384
Classification
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Process

Naturally occurring process:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point-25.4 oC
Boiling PointNot Available
Experimental Water Solubility0.0752 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP3.66HANSCH,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
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0ab9-0900000000-efe82e901f88e2397487Spectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-40ecbbb508b8b022f78dSpectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-82bebdcf0868386b88dbSpectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0ab9-2900000000-4249969893bf07e58bb1Spectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-9945be0d63dac3143358Spectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0ab9-0900000000-efe82e901f88e2397487Spectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-40ecbbb508b8b022f78dSpectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-82bebdcf0868386b88dbSpectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-0ab9-2900000000-4249969893bf07e58bb1Spectrum
GC-MS1,2,3-Trimethylbenzene, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-9945be0d63dac3143358Spectrum
Predicted GC-MS1,2,3-Trimethylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-6900000000-7497a8f53897f14cd3f6Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-84665ad8e417cd5c3c6eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-f3b880efa2d189ad22dfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zmi-9300000000-4526785e0974887f2331Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-364d74a767355bac422bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-bad80091043871bb4702Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-4900000000-96ca2cd3fe1b04e09ac5Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC14518
Pubchem Compound ID10686
Pubchem Substance IDNot Available
ChEBI ID34037
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke ID1,2,3-TRIMETHYL-BENZENE
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).