Record Information
Version1.0
Creation date2010-04-08 22:10:05 UTC
Update date2020-09-17 15:35:00 UTC
Primary IDFDB012268
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsopropylbenzene
DescriptionCumene or Isopropylbenzene, also known as 2-phenylpropane or cumol, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. It is a constituent of crude oil and refined fuels. It is a flammable colorless liquid that has a boiling point of 152 °C. Cumene is produced commercially by Friedel–Crafts alkylation of benzene with propylene. Nearly all the cumene that is produced as a pure compound on an industrial scale is converted to cumene hydroperoxide, which is an intermediate in the synthesis of other industrially important chemicals such as phenol and acetone. Isopropylbenzene is also found naturally in many plant foods, such as ceylon cinnamon, herbs and spices, cumin, and ginger.
CAS Number98-82-8
Structure
Thumb
Synonyms
SynonymSource
(1-Methylethyl)benzeneChEBI
2-PhenylpropaneChEBI
(1-Methylethyl)-benzeneHMDB
(1-Methylethyl)benzene (cumene)HMDB
(Methylethyl)benzeneHMDB
(Propan-2-yl)benzeneHMDB
1-Methylethyl-benzeneHMDB
1-Methylethylbenzene, 9ciHMDB
2-FenilpropanoHMDB
2-Fenyl-propaanHMDB
2-Phenyl-propaneHMDB
Benzene, (1-methylethyl)-, oxidized, polyphenyl residuesHMDB
Benzene, (1-methylethyl)-, oxidized, sulfurized by-productsHMDB
Benzene, isopropylHMDB
Benzene,isopropyl cumolHMDB
CumeenHMDB
CumeneHMDB
CUMENE (cumene hydroperoxide (80-15-9))HMDB
CumolHMDB
I-propyl-benzeneHMDB
I-propylbenzeneHMDB
Iso-propylbenzene (cumene)HMDB
IsopropilbenzeneHMDB
Isopropyl-benzeneHMDB
Isopropyl-benzolHMDB
IsopropylbenzeenHMDB
IsopropylbenzenHMDB
IsopropylbenzolHMDB
Oxidized cumene polyphenyl residuesHMDB
Phenol bottomsHMDB
Polyphenyl residueHMDB
Propane, 2-phenylHMDB
Sulfurized by-product OF cumene oxidationHMDB
IsopropylbenzeneChEBI
(1-methylethyl)benzene (cumene)biospider
(methylethyl)benzenebiospider
(propan-2-yl)benzenebiospider
1-Methylethylbenzene, 9CIdb_source
Benzene, (1-methylethyl)-biospider
Benzene, 1-methylethyl-biospider
Benzene, I-propyl-biospider
Benzene, isopropyl-biospider
CUMENE (CUMENE HYDROPEROXIDE (80-15-9))biospider
Isopropyl-benzol(german)biospider
Isopropylbenzene [UN1918] [Flammable liquid]biospider
Propane, 2-phenyl-biospider
Sulfurized BY-product of cumene oxidationbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.037 g/LALOGPS
logP3.67ALOGPS
logP3.22ChemAxon
logS-3.5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.25 m³·mol⁻¹ChemAxon
Polarizability14.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H12
IUPAC name(propan-2-yl)benzene
InChI IdentifierInChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3
InChI KeyRWGFKTVRMDUZSP-UHFFFAOYSA-N
Isomeric SMILESCC(C)C1=CC=CC=C1
Average Molecular Weight120.1916
Monoisotopic Molecular Weight120.093900384
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
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 89.94%; H 10.06%DFC
Melting PointMp -96.9°DFC
Boiling PointBp 152-153°DFC
Experimental Water Solubility0.0613 mg/mL at 25 oCSANEMASA,I et al. (1982)
Experimental logP3.66HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.86DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-7900000000-34bd38a75dcd3bb2fb0eSpectrum
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312abSpectrum
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb6Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-d7826e94822da05cb9c2Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-656039b1dd961fda4904Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-b19bd34b1ebead05ac65Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-1900000000-97ac180f6d1c8c215ca1Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-05fr-2900000000-39c80e40c5435cf05394Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-d7826e94822da05cb9c2Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-656039b1dd961fda4904Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-5900000000-b19bd34b1ebead05ac65Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-0a4i-1900000000-97ac180f6d1c8c215ca1Spectrum
GC-MSIsopropylbenzene, non-derivatized, GC-MS Spectrumsplash10-05fr-2900000000-39c80e40c5435cf05394Spectrum
Predicted GC-MSIsopropylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9800000000-4282a3b73324784a4088Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-de6900b5ecae080c15b2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2900000000-280ab4235a4dffc8044fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pi3-9400000000-58e470689f0010348e80Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-8bb4d370a97717061754Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-92886075d0b76e117cc7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-5900000000-375849fd3939bf16ab91Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dl-7900000000-835f64dfcaef3b8ebf30Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004l-9300000000-278676596fcf4bda2bb5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-557a5342da32a2dd8a61Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-794ffb5dd5f7d8f3ef50Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-28d8a72cb103dbe31379Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-b5563824f402728d2a26Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID7128
ChEMBL IDCHEMBL1398949
KEGG Compound IDC14396
Pubchem Compound ID7406
Pubchem Substance IDNot Available
ChEBI ID34656
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34029
CRC / DFC (Dictionary of Food Compounds) IDHFN88-Y:HFN88-Y
EAFUS IDNot Available
Dr. Duke IDCUMENE
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 IDIsopropylbenzene
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
narcotic35482 A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.DUKE
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).