Record Information
Version1.0
Creation date2010-04-08 22:05:22 UTC
Update date2019-11-26 02:57:24 UTC
Primary IDFDB002413
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,5-Dimethylphenol
Description2,5-Dimethylphenol belongs to the class of organic compounds known as p-xylenols. These are aromatic compounds that contain a p-xylenol moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 4-positions, and at least one hydroxyl group. 2,5-Dimethylphenol is a sweet, bacon, and naphthyl tasting compound. 2,5-Dimethylphenol has been detected, but not quantified in, several different foods, such as alcoholic beverages, arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2,5-dimethylphenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,5-Dimethylphenol.
CAS Number95-87-4
Structure
Thumb
Synonyms
SynonymSource
25-DimethylphenolChEMBL, HMDB
25-Dimethyl-phenolChEMBL, HMDB
1,2,5-XylenolHMDB
1,4-Dimethyl-2-hydroxybenzeneHMDB
1-Hydroxy-2,5-dimethylbenzeneHMDB
2,5'-XylenolHMDB
2,5-Dimethyl phenolHMDB
2,5-Dimethyl-phenolHMDB
2,5-XylenolHMDB
2,5-Xylenol, 8ciHMDB
2-Hydroxy-P-xyleneHMDB
3,6-DimethylphenolHMDB
3,6-XylenolHMDB
6-Methyl-m-cresolHMDB
FEMA 3595HMDB
Hydroxy-P-xyleneHMDB
P-2-XylenolHMDB
P-XylenolHMDB
2-Hydroxy-p-xylenebiospider
2,5-Xylenol, 8CIdb_source
Hydroxy-p-xylenedb_source
p-2-Xylenoldb_source
P-xylenolbiospider
Phenol, 2,5-dimethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility6.13 g/LALOGPS
logP2.35ALOGPS
logP2.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.47ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability13.99 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H10O
IUPAC name2,5-dimethylphenol
InChI IdentifierInChI=1S/C8H10O/c1-6-3-4-7(2)8(9)5-6/h3-5,9H,1-2H3
InChI KeyNKTOLZVEWDHZMU-UHFFFAOYSA-N
Isomeric SMILESCC1=CC(O)=C(C)C=C1
Average Molecular Weight122.1644
Monoisotopic Molecular Weight122.073164942
Classification
Description Belongs to the class of organic compounds known as p-xylenols. These are aromatic compounds that contain a p-xylenol moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 4-positions, and at least one hydroxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassXylenes
Direct Parentp-Xylenols
Alternative Parents
Substituents
  • P-xylenol
  • P-xylene
  • O-cresol
  • M-cresol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 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

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 78.65%; H 8.25%; O 13.10%DFC
Melting PointMp 71-73°DFC
Boiling PointBp10 89.3°DFC
Experimental Water Solubility3.54 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP2.33HANSCH,C ET AL. (1995)
Experimental pKapKa 10.41 (25°)DFC
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-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05i0-5900000000-0b63ea14970dee15cedbSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-00di-8900000000-1425cd74879c3086c0baSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-00di-8900000000-1425cd74879c3086c0baSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05fr-7900000000-836015716b2996224a2bSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-2d64127f5ece7e1ccc6fSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05i0-5900000000-0b63ea14970dee15cedbSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-00di-8900000000-1425cd74879c3086c0baSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-00di-8900000000-1425cd74879c3086c0baSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-05fr-7900000000-836015716b2996224a2bSpectrum
GC-MS2,5-Dimethylphenol, non-derivatized, GC-MS Spectrumsplash10-00di-3900000000-2d64127f5ece7e1ccc6fSpectrum
Predicted GC-MS2,5-Dimethylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-4900000000-14ef861a632bd3f0618eSpectrum
Predicted GC-MS2,5-Dimethylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fr-6900000000-1f78f294a8d53461e019Spectrum
Predicted GC-MS2,5-Dimethylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-b8da4988f6af898d67e1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3900000000-af0fc36345f689074982Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kdi-9200000000-4fcd75637b64e3b4da23Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-e85b46bbf9f892bcf76dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-1093825cba6916ba4ec4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9500000000-04ac034b2608ef8aad50Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-493ff8252c0b6187420aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-9400000000-b3eaab7808f03a68089dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-8d9e622c62072853b609Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-99acd0a74fdc923b2838Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-7900000000-5d8b6aeb856295d7d842Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9800000000-010cf97b5ac5d7fb7b80Spectrum
NMRNot Available
ChemSpider ID13839128
ChEMBL IDCHEMBL192591
KEGG Compound IDNot Available
Pubchem Compound ID7267
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30540
CRC / DFC (Dictionary of Food Compounds) IDCLQ84-W:CLQ84-W
EAFUS ID3881
Dr. Duke IDP-XYLENOL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005831
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.
naphthyl
  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.
smoke
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bacon
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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).