Record Information
Version1.0
Creation date2010-04-08 22:08:18 UTC
Update date2019-11-27 17:15:46 UTC
Primary IDFDB008878
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,6-Dimethylphenol
Description2,6-Dimethylphenol, also known as 1,3,2-xylenol or 2,6-xylenol, 8CI, belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. 2,6-Dimethylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,6-Dimethylphenol is a sweet, coffee, and medicinal tasting compound. 2,6-Dimethylphenol has been detected, but not quantified in, alcoholic beverages and coffee and coffee products. This could make 2,6-dimethylphenol a potential biomarker for the consumption of these foods. 2,6-Dimethylphenol is a potentially toxic compound.
CAS Number576-26-1
Structure
Thumb
Synonyms
SynonymSource
26-Dimethyl phenolHMDB
26-Dimethyl-phenolHMDB
26-DimethylphenolHMDB
1,3,2-XylenolHMDB
1,3-Dimethyl-2-hydroxybenzeneHMDB
1-Hydroxy-2, 6-dimethylbenzeneHMDB
1-Hydroxy-2,6-dimethylbenzeneHMDB
2,6-Dimethyl-phenolHMDB
2,6-Xylenol, 8ciHMDB
2-Hydroxy-1,3-dimethylbenzeneHMDB
2-Hydroxy-m-xyleneHMDB
FEMA 3249HMDB
m-2-XylenolHMDB
2,6-XylenolMeSH
2,6-Xylenol, 8CIdb_source
Dimethylphenol, 2,6-biospider
Phenol, 2,6-dimethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility6.18 g/LALOGPS
logP2.32ALOGPS
logP2.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.73ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability13.89 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H10O
IUPAC name2,6-dimethylphenol
InChI IdentifierInChI=1S/C8H10O/c1-6-4-3-5-7(2)8(6)9/h3-5,9H,1-2H3
InChI KeyNXXYKOUNUYWIHA-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=CC(C)=C1O
Average Molecular Weight122.1644
Monoisotopic Molecular Weight122.073164942
Classification
Description belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassCresols
Direct ParentOrtho cresols
Alternative Parents
Substituents
  • M-xylene
  • Xylene
  • O-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 78.65%; H 8.25%; O 13.10%DFC
Melting PointMp 49°DFC
Boiling PointBp 203°DFC
Experimental Water Solubility6.05 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP2.36HANSCH,C ET AL. (1995)
Experimental pKapKa 10.62 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-6952903111c603d9229dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9800000000-18a8beede2ffebb7acf4View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-7900000000-25623d364ea2e2daec20View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-8a1b0af5939a912cc32fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-6952903111c603d9229dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9800000000-18a8beede2ffebb7acf4View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-7900000000-25623d364ea2e2daec20View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-8900000000-8a1b0af5939a912cc32fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3900000000-9b5f6494ca218c03206eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-8900000000-8f9c7b7a59d4fb237f02View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-656a3c18896c3e420d9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2900000000-6789ab1fffe1496b1752View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-b183d531d75f7ddf1106View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-67a3ee9ce567d04f8006View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-c0586196c5ab3ff267e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9700000000-9ce80634a7f8a53d9884View in MoNA
MSMass Spectrum (Electron Ionization)splash10-05i0-9700000000-f5b0e950983b55b33fa2View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID13839174
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID11335
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32150
CRC / DFC (Dictionary of Food Compounds) IDDZZ72-P:DZZ72-P
EAFUS ID3882
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET ID2MY
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1035711
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
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
medicinal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rooty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coffee
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference