Record Information
Version1.0
Creation date2010-04-08 22:08:13 UTC
Update date2015-07-20 22:25:26 UTC
Primary IDFDB008729
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Isopropylphenol
Description2-Isopropylphenol, also known as O-cumenol or O-hydroxycumene, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. 2-Isopropylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Isopropylphenol is a creosote, medicinal, and phenolic tasting compound. 2-Isopropylphenol is a potentially toxic compound.
CAS Number88-69-7
Structure
Thumb
Synonyms
SynonymSource
1-Hydroxy-2-isopropylbenzeneChEBI
2-(1-Methylethyl)phenolChEBI
O-CumenolChEBI
O-HydroxycumeneChEBI
O-IsopropylphenolChEBI
1-Hydroxy-3-isopropylbenzeneHMDB
2-(1-Methylethyl)-phenolHMDB
2-(1-Methylethyl)phenol, 9ciHMDB
2-(Propan-2-yl)phenolHMDB
FEMA 3461HMDB
Isopropyl-phenolHMDB
Isopropylphenol, orthoHMDB
O-Isopropyl-phenolHMDB
Ortho-isopropylphenolHMDB
Prodox 131HMDB
2-(1-Methylethyl)phenol, 9CIdb_source
2-(propan-2-yl)phenolbiospider
Cumenol, o-biospider
Isopropylphenol, o-biospider
O-cumenolbiospider
o-Hydroxycumenedb_source
O-isopropylphenolbiospider
Phenol, 2-(1-methylethyl)-biospider
Phenol, isopropyl-biospider
Phenol, o-isopropyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility3.09 g/LALOGPS
logP2.78ALOGPS
logP2.91ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)10.5ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.23 m³·mol⁻¹ChemAxon
Polarizability15.63 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H12O
IUPAC name2-(propan-2-yl)phenol
InChI IdentifierInChI=1S/C9H12O/c1-7(2)8-5-3-4-6-9(8)10/h3-7,10H,1-2H3
InChI KeyCRBJBYGJVIBWIY-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1=CC=CC=C1O
Average Molecular Weight136.191
Monoisotopic Molecular Weight136.088815006
Classification
Description belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassCumenes
Direct ParentCumenes
Alternative Parents
Substituents
  • Phenylpropane
  • Cumene
  • 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 Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 79.37%; H 8.88%; O 11.75%DFC
Melting PointMp 15-16°DFC
Boiling PointBp 212-214°DFC
Experimental Water SolubilityNot Available
Experimental logP2.88HANSCH,C ET AL. (1995)
Experimental pKapKa1 10.31 (25°, 0.1M KCl)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd20 1.01DFC
Refractive Indexn20D 1.5315DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-9700000000-0a3ec6f0b6db49b1bb8cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dr-9700000000-0a3ec6f0b6db49b1bb8cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-6900000000-65b25162f6cb1b887f17View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-006x-8900000000-6f77c31ece141c6bd323View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-f27e4c86fd02f3a4d9f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-7900000000-b30b63f3decaee02aa55View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-9400000000-6296af1e3299f7217b19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-69d37dcc656ad26252a0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-36ddf0e1e27114cf431aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-7900000000-512c84878dbff828e6bfView in MoNA
MSMass Spectrum (Electron Ionization)splash10-00di-4900000000-0ab562a07073aa1cb86aView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID6677
ChEMBL IDCHEMBL30018
KEGG Compound IDNot Available
Pubchem Compound ID6943
Pubchem Substance IDNot Available
ChEBI ID38506
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32029
CRC / DFC (Dictionary of Food Compounds) IDDTH81-P:DTH81-P
EAFUS ID1931
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDIP0
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1036321
SuperScent ID6943
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
medicinal
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creosote
  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.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference