Showing Compound Isopropylbenzene (FDB012268)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:05 UTC

Update date

2020-09-17 15:35:00 UTC

Primary ID

FDB012268

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Isopropylbenzene

Description

Cumene 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‚ÄìCrafts 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 Number

98-82-8

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(1-Methylethyl)benzene	ChEBI
2-Phenylpropane	ChEBI
Cumol	MeSH
(1-Methylethyl)-benzene	HMDB
(1-Methylethyl)benzene (cumene)	HMDB
(Methylethyl)benzene	HMDB
(Propan-2-yl)benzene	HMDB
1-Methylethyl-benzene	HMDB
1-Methylethylbenzene, 9ci	HMDB
2-Fenilpropano	HMDB
2-Fenyl-propaan	HMDB
2-Phenyl-propane	HMDB
Benzene, (1-methylethyl)-, oxidized, polyphenyl residues	HMDB
Benzene, (1-methylethyl)-, oxidized, sulfurized by-products	HMDB
Benzene, isopropyl	HMDB
Benzene,isopropyl cumol	HMDB
Cumeen	HMDB
Cumene	HMDB
CUMENE (cumene hydroperoxide (80-15-9))	HMDB
I-propyl-benzene	HMDB
I-propylbenzene	HMDB
iso-Propylbenzene (cumene)	HMDB
Isopropilbenzene	HMDB
Isopropyl-benzene	HMDB
Isopropyl-benzol	HMDB
Isopropylbenzeen	HMDB
Isopropylbenzen	HMDB
Isopropylbenzol	HMDB
Oxidized cumene polyphenyl residues	HMDB
Phenol bottoms	HMDB
Polyphenyl residue	HMDB
Propane, 2-phenyl	HMDB
Sulfurized by-product OF cumene oxidation	HMDB
Isopropylbenzene	ChEBI
(1-methylethyl)benzene (cumene)	biospider
(methylethyl)benzene	biospider
(propan-2-yl)benzene	biospider
1-Methylethylbenzene, 9CI	db_source
Benzene, (1-methylethyl)-	biospider
Benzene, 1-methylethyl-	biospider
Benzene, I-propyl-	biospider
Benzene, isopropyl-	biospider
CUMENE (CUMENE HYDROPEROXIDE (80-15-9))	biospider
Iso-propylbenzene (cumene)	biospider
Isopropyl-benzol(german)	biospider
Isopropylbenzene [UN1918] [Flammable liquid]	biospider
Propane, 2-phenyl-	biospider
Sulfurized BY-product of cumene oxidation	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.037 g/L	ALOGPS
logP	3.67	ALOGPS
logP	3.22	ChemAxon
logS	-3.5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.25 m³·mol⁻¹	ChemAxon
Polarizability	14.82 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H12

IUPAC name

(propan-2-yl)benzene

InChI Identifier

InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3

InChI Key

RWGFKTVRMDUZSP-UHFFFAOYSA-N

Isomeric SMILES

CC(C)C1=CC=CC=C1

Average Molecular Weight

120.1916

Monoisotopic Molecular Weight

120.093900384

Classification

Description

Belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Cumenes

Direct Parent

Cumenes

Alternative Parents

Substituents

Phenylpropane
Cumene
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

alkylbenzene (CHEBI:34656 )
an aromatic compound (CPD0-2360 )

Ontology

Physiological effect

Health effect:

Health condition:

Respiratory, thoracic and mediastinal disorders:

Cough

Gastrointestinal disorders:

Psychiatric disorders:

Depression

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Biofluid and excreta:

Role

Environmental role:

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 89.94%; H 10.06%	DFC
Melting Point	Mp -96.9°	DFC
Boiling Point	Bp 152-153°	DFC
Experimental Water Solubility	0.0613 mg/mL at 25 oC	SANEMASA,I et al. (1982)
Experimental logP	3.66	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 0.86	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-7900000000-34bd38a75dcd3bb2fb0e	2014-09-20	View Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-d7826e94822da05cb9c2	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-656039b1dd961fda4904	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-b19bd34b1ebead05ac65	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-97ac180f6d1c8c215ca1	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-05fr-2900000000-39c80e40c5435cf05394	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-d7826e94822da05cb9c2	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-656039b1dd961fda4904	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-b19bd34b1ebead05ac65	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-97ac180f6d1c8c215ca1	Spectrum
GC-MS	Isopropylbenzene, non-derivatized, GC-MS Spectrum	splash10-05fr-2900000000-39c80e40c5435cf05394	Spectrum
Predicted GC-MS	Isopropylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9800000000-4282a3b73324784a4088	Spectrum
Predicted GC-MS	Isopropylbenzene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-de6900b5ecae080c15b2	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-2900000000-280ab4235a4dffc8044f	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pi3-9400000000-58e470689f0010348e80	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-8bb4d370a97717061754	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-92886075d0b76e117cc7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-5900000000-375849fd3939bf16ab91	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-7900000000-835f64dfcaef3b8ebf30	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004l-9300000000-278676596fcf4bda2bb5	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-557a5342da32a2dd8a61	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-794ffb5dd5f7d8f3ef50	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-28d8a72cb103dbe31379	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-b5563824f402728d2a26	2021-09-24	View Spectrum