Record Information
Version1.0
Creation date2010-04-08 22:05:22 UTC
Update date2019-11-27 17:06:40 UTC
Primary IDFDB002413
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,5-Dimethylphenol
Description2,5-Dimethylphenol, also known as 2,5-dimethylphenol or 2,5-dimethylphenol, belongs to the class of organic compounds known as 2,5-dimethylphenols. These are aromatic compounds that contain a 2,5-dimethylphenol 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 exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 2,5-Dimethylphenol is a sweet, bacon, and naphthyl. 2,5-Dimethylphenol has been detected, but not quantified in, a few different foods, such as alcoholic beverages, arabica coffee, and coffee and coffee products. This could make 2,5-dimethylphenol a potential biomarker for the consumption of these foods.
CAS Number95-87-4
Structure
Thumb
Synonyms
SynonymSource
25-DimethylphenolHMDB
25-Dimethyl-phenolHMDB
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
2,5-Xylenol, 8CIdb_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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-5900000000-0b63ea14970dee15cedbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-8900000000-1425cd74879c3086c0baView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-8900000000-1425cd74879c3086c0baView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-7900000000-836015716b2996224a2bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-3900000000-2d64127f5ece7e1ccc6fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05i0-5900000000-0b63ea14970dee15cedbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-8900000000-1425cd74879c3086c0baView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-8900000000-1425cd74879c3086c0baView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-7900000000-836015716b2996224a2bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-3900000000-2d64127f5ece7e1ccc6fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4900000000-14ef861a632bd3f0618eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-6900000000-1f78f294a8d53461e019View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-b8da4988f6af898d67e1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3900000000-af0fc36345f689074982View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kdi-9200000000-4fcd75637b64e3b4da23View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-e85b46bbf9f892bcf76dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-1093825cba6916ba4ec4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9500000000-04ac034b2608ef8aad50View in MoNA
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).