phenylpropane
benzene, n-propyl-
Identification
| Name | phenylpropane |
| CAS Number | 103-65-1 |
| EINECS | 203-132-9 |
| FDA UNII | 0WR86ZHG2Z |
| Molecular Formula | C9 H12 |
| Molecular Weight | 120.19464000 |
| MDL Number | MFCD00009377 |
| Nikkaji Number | J5.516F |
| Beilstein | 1903006 |
| XlogP3 | 3.70 (est) |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.86200 @ 25.00 °C. |
| Refractive Index | 1.49100 @ 20.00 °C. |
| Melting Point | -99.50 °C. @ 760.00 mm Hg (est) |
| Boiling Point | 159.20 °C. @ 760.00 mm Hg |
| Vapor Pressure | 3.100000 mmHg @ 25.00 °C. (est) |
| Vapor Density | 4.14 ( Air = 1 ) |
| Flash Point | 118.00 °F. TCC ( 47.78 °C. ) |
| logP (o/w) | 3.690 |
| Soluble in | water, 52.2 mg/L @ 25 °C (exp) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | solvents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 6040 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | inhalation-mouse LCLo 20000 mg/m3 |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | solvents |
| Recommendation for phenylpropane usage levels up to | not for fragrance use. |
| Recommendation for phenylpropane flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
benzene, n-propyl-
benzene, propyl-
iso
cumene
ethyl toluene
ethylmethylbenzene
1-
phenyl propane
1-
phenylpropane
propyl benzene
1-
propyl benzene
n-
propyl benzene
n-
propyl benzene [UN2364] [Flammable liquid]
propylbenzene
1-
propylbenzene
n-
propylbenzene
propylbenzene, n-
PubMed:
Carbohydrate-Mediated Purification of Petrochemicals.
PubMed:
Emission and profile characteristic of volatile organic compounds emitted from coke production, iron smelt, heating station and power plant in Liaoning Province, China.
PubMed:
Varying the porous structure of polystyrene/divinylbenzene beads prepared by Ugelstads activated swelling technique and examining its reversed phase HPLC properties.
PubMed:
Solubilization of n-alkylbenzenes into gemini surfactant micelles in aqueous medium.
PubMed:
Improving peak shapes with counter gradients in two-dimensional high performance liquid chromatography.
PubMed:
Use of novel phenyl-hexyl core-shell particles in nano-LC.
PubMed:
Exploring reverse shape selectivity and molecular sieving effect of metal-organic framework UIO-66 coated capillary column for gas chromatographic separation.
PubMed:
Benzaldehyde is a precursor of phenylpropylamino alkaloids as revealed by targeted metabolic profiling and comparative biochemical analyses in Ephedra spp.
PubMed:
Phase equilibria study of the binary systems (N-hexylisoquinolinium thiocyanate ionic liquid + organic solvent or water).
PubMed:
Conformational mobility of small molecules in glass-forming solutions studied by FTIR spectroscopy.
PubMed:
Active flow management in preparative chromatographic separations: a preliminary investigation into enhanced separation using a curtain flow inlet fitting and segmented flow outlet fitting.
PubMed:
Behaviour of the isothermal retention indices of n-alkylbenzenes on stationary phases of different polarity.
PubMed:
Silylium-arene adducts: an experimental and theoretical study.
PubMed:
[Removal of volatile organic compounds in soils by soil vapor extraction (SVE)].
PubMed:
Structure, electronic properties and catalytic behaviour of an activity-enhancing CYP102A1 (P450(BM3)) variant.
PubMed:
Phase equilibria study of {N-hexylisoquinolinium bis{(trifluoromethyl)sulfonyl}imide + aromatic hydrocarbons or an alcohol} binary systems.
PubMed:
New cobalt-mediated radical polymerization (CMRP) of methyl methacrylate initiated by two single-component dinuclear β-diketone cobalt (II) catalysts.
PubMed:
Phase equilibria and modeling of pyridinium-based ionic liquid solutions.
PubMed:
Composition and stereochemistry of ephedrine alkaloids accumulation in Ephedra sinica Stapf.
PubMed:
Characterization of two aldo-keto reductases from Gluconobacter oxydans 621H capable of regio- and stereoselective alpha-ketocarbonyl reduction.
PubMed:
Comparison of signal-to-noise, blank determination, and linear regression methods for the estimation of detection and quantification limits for volatile organic compounds by gas chromatography.
PubMed:
Two conformers observed and characterized in isobutylbenzene.
PubMed:
Determination of absolute photoionization cross-sections of aromatics and aromatic derivatives.
PubMed:
Effect of cell-surface hydrophobicity on bacterial conversion of water-immiscible chemicals in two-liquid-phase culture systems.
PubMed:
Purification and characterization of a (R)-1-phenyl-1,3-propanediol-producing enzyme from Trichosporon fermentans AJ-5152 and enzymatic (R)-1-phenyl-1,3-propanediol production.
PubMed:
Effects of native organic material and water on sorption properties of reference diesel soot.
PubMed:
Hydrofluoric acid etched stainless steel wire for solid-phase microextraction.
PubMed:
The influence of carbon-carbon multiple bonds on the solvolyses of tertiary alkyl halides: A Grunwald-Winstein analysis.
PubMed:
Synthesis of a fluorine-substituted puromycin derivative for Brønsted studies of ribosomal-catalyzed peptide bond formation.
PubMed:
Solubilization of n-alkylbenzenes into decanoyl-N-methylglucamide (Mega-10) solution; temperature dependence.
PubMed:
Understanding the importance of the viscosity contrast between the sample solvent plug and the mobile phase and its potential consequence in two-dimensional high-performance liquid chromatography.
PubMed:
Phase equilibria study in binary systems (tetra-n-butylphosphonium tosylate ionic liquid + 1-alcohol, or benzene, or n-alkylbenzene).
PubMed:
Evolved CYP102A1 (P450BM3) variants oxidise a range of non-natural substrates and offer new selectivity options.
PubMed:
Solubilization of n-alkylbenzenes into decanoyl-N-methylglucamide (Mega-10) solution.
PubMed:
Sonochemical degradation of various monocyclic aromatic compounds: relation between hydrophobicities of organic compounds and the decomposition rates.
PubMed:
Comparative study of charge division in substituted benzene cations.
PubMed:
Solubilization of n-alkylbenzenes into octaethylene glycol mono-n-tetradecyl ether (C14E8) micelles.
PubMed:
Chemical kinetic study of the effect of a biofuel additive on jet-A1 combustion.
PubMed:
QSARs for aromatic hydrocarbons at several trophic levels.
PubMed:
Faster axial band dispersion in a monolithic silica column than in a particle-packed column.
PubMed:
[Preparation and evaluation of monolithic silica columns for capillary electrochromatography].
PubMed:
Propylphenols are metabolites in the anaerobic biodegradation of propylbenzene under iron-reducing conditions.
PubMed:
A new pyridine-2,6-bis(oxazoline) for efficient and flexible lanthanide-based catalysts of enantioselective reactions with 3-alkenoyl-2-oxazolidinones.
PubMed:
Relative ototoxicity of 21 aromatic solvents.
PubMed:
Solid phase microextraction: measurement of volatile organic compounds (VOCs) in Dhaka City air pollution.
PubMed:
Quantitative structure-activity relationship for aromatic hydrocarbons on freshwater fish.
PubMed:
Dependence of selective enclathration on types of cholic acid crystals.
PubMed:
Biological and health effects of exposure to kerosene-based jet fuels and performance additives.
PubMed:
Evaluation of chiral oxazolines for the highly enantioselective diethylzinc addition to N-(diphenylphosphinoyl) imines.
PubMed:
Application of low-temperature glassy carbon-coated macrofibers for solid-phase microextraction analysis of simulated breath volatiles.
PubMed:
Temperature effect on solubilization of n-alkylbenzenes into sodium cholate micelles.
PubMed:
Expansion of growth substrate range in Pseudomonas putida F1 by mutations in both cymR and todS, which recruit a ring-fission hydrolase CmtE and induce the tod catabolic operon, respectively.
PubMed:
Synthesis of 1,3-difluoroaromatics in one pot by addition of difluorocarbene from sodium chlorodifluoroacetate to 1,2-substituted cyclobutenes.
PubMed:
[A new method for predicting retention time of solutes under linear gradient elution conditions in RP-HPLC].
PubMed:
Molecular-dynamics simulation for liquid chromatographic interactions: effect of mobile phase composition.
PubMed:
Residue size at position 87 of cytochrome P450 BM-3 determines its stereoselectivity in propylbenzene and 3-chlorostyrene oxidation.
PubMed:
A review of the neurotoxicity risk of selected hydrocarbon fuels.
PubMed:
Product studies and laser flash photolysis on alkyl radicals containing two different beta-leaving groups are consonant with the formation of an olefin cation radical.
PubMed:
Glycosidically bound flavor compounds of cape gooseberry (Physalis peruviana L.).
PubMed:
Ethylbenzene dehydrogenase, a novel hydrocarbon-oxidizing molybdenum/iron-sulfur/heme enzyme.
PubMed:
Effects of volatile solvents on recombinant N-methyl-D-aspartate receptors expressed in Xenopus oocytes.
PubMed:
Investigation of charge localization and charge delocalization in model molecules by multiphoton ionization photoelectron spectroscopy and DFT calculations.
PubMed:
Micelle formation of sodium cholate and solubilization into the micelle.
PubMed:
Solubilization of n-Alkylbenzenes into Lithium 1-Perfluoroundecanoate Micelles
PubMed:
Survival in soil of different toluene-degrading Pseudomonas strains after solvent shock.
PubMed:
Toluene 2-Monooxygenase-Dependent Growth of Burkholderia cepacia G4/PR1 on Diethyl Ether.
PubMed:
A full evaporation headspace technique with capillary GC and ITD: a means for quantitating volatile organic compounds in biological samples.
PubMed:
The utility of volatile hydrocarbon analysis in cases of carbon monoxide poisoning.
PubMed:
Anaerobic degradation of ethylbenzene and other aromatic hydrocarbons by new denitrifying bacteria.
PubMed:
Relationship between hydrocarbon structure and induction of P450: effect on RNA levels.
PubMed:
Relationship between hydrocarbon structure and induction of P450: effects on protein levels and enzyme activities.
PubMed:
Aromatic hydrocarbon binding to cytochrome P450 and other enzyme binding sites: are hydrophobic compounds drawn into the active site or pushed from the aqueous phase?
PubMed:
Cytochrome P-455 nm complex formation in the metabolism of phenylalkylamines. XII. Enantioselectivity and temperature dependence in microsomes and reconstituted cytochrome P-450 systems from rat liver.
PubMed:
[Determination of volatile substances and leachable components in polystyrene food contact wares].
PubMed:
Induction of cytochrome P450 isozymes in rat liver by methyl n-alkyl ketones and n-alkylbenzenes. Effects of hydrophobicity of inducers on inducibility of cytochrome P450.
PubMed:
NTP Toxicology and Carcinogenesis Studies of dl-Amphetamine Sulfate (CAS No. 60-13-9) in F344/N Rats and B6C3F1 Mice (Feed Studies).
PubMed:
Hair analysis for drug abuse: I. Determination of methamphetamine and amphetamine in hair by stable isotope dilution gas chromatography/mass spectrometry method.
PubMed:
Chemical synthesis and biological activities of 5-deazaaminopterin analogues bearing substituent(s) at the 5- and/or 7-position(s).
PubMed:
Cytochrome P-455 nm complex formation in the metabolism of phenylalkylamines. IX. A comparative study with enantiomeric 2-nitroso-1-phenylpropane in microsomes and a reconstituted cytochrome P-450 system from rat liver.
PubMed:
Mechanism of oxidation of N-hydroxyphentermine by superoxide.
PubMed:
Role of superoxide in the N-oxidation of N-(2-methyl-1-phenyl-2-propyl)hydroxylamine by the rat liver cytochrome P-450 system.
PubMed:
Comparison of the effects of amphetamine and a fluorinated analogue on locomotion and exploratory activity in the mouse.
PubMed:
The molal volumes of atropine and hyoscine in relation to their respective potencies.
PubMed:
Cytochrome P-455 nm complex formation in the metabolism of phenylalkylamines. VII. Enzyme interactions with synthetic 2-nitroso-1-phenylalkanes.
PubMed:
Interaction of constitutive and phenobarbital-induced cytochrome P-450 isozymes during the sequential oxidation of benzphetamine. Explanation for the difference in benzphetamine-induced hydrogen peroxide production and 455-nm complex formation in microsomes from untreated and phenobarbital-treated rats.
PubMed:
[Pharmacology of potential antidepressants of the N-L-phenylalanyl-beta-phenylalkylamine class].
PubMed:
The opposing effects of N-hydroxyamphetamine and N-hydroxyphentermine on the H2O2 generated by hepatic cytochrome P-450.
PubMed:
Analysis of a monofluorinated analogue of amphetamine in brain tissue using gas chromatography with electron-capture detection.
PubMed:
Metabolism of 2-nitro-1-phenylpropane by rabbit liver microsomes.
PubMed:
Oxidation of N-hydroxyphentermine to 2-methyl-2-nitro-1-phenylpropane by liver microsomes.
PubMed:
Effects of the optical isomers of 2-amino-3-fluoro-1-phenylpropane (monofluoroamphetamine) hydrochloride on uptake and release of dopamine in rat striatum in vitro.
PubMed:
[Investigations of pharmacokinetics and metabolic behavior of N-L-pnenylalanyl-L-2-amino-1-phenylpropane (author's transl)].
PubMed:
Degradation of (-)-ephedrine by Pseudomonas putida. Detection of (-)-ephedrine: NAD+-oxidoreductase from Arthrobacter globiformis.
PubMed:
Coexistence of different pathways in the metabolism of n-propylbenzene by Pseudomonas sp.
PubMed:
The metabolism of N-hydroxyphentermine by rat liver microsomes.
PubMed:
Metabolism of 2-nitro-1-phenylpropane to phenylacetone by rabbit liver microsomes.
PubMed:
Autoxidation of N-hydroxyphenylalkylamines: the inhibitory effect of some anions on copper catalysed autoxidation of N-hydroxyphentermine.
PubMed:
The in vitro metabolism of 2-nitroso-1-phenylpropane dimer by fortified 9000g supernatants from rabbit liver.
PubMed:
[The gaschromatographic mass spectrometric detection of amphetaminile (author's transl)].
PubMed:
[Reaction of guanidines with alpha-diketones. II. Relation between the structure of reaction products of 1,1-pentamethyleneguanidine and benzamidine with 1-phenylpropane-1,2-dione and benzil and the coloration of Voges-Proskauer reaction (author's transl)].
PubMed:
In vitro metabolism of 1-phenyl-2-propanone oxime in rat liver homogenates.
PubMed:
The metabolism of (-)-ephedrine in man.
PubMed:
Proceedings: In vitro metabolic studies using the metabonates of amphetamine, 2-nitroso-1-phenylpropane and benzyl methyl ketoxime.
PubMed:
Liver regeneration as influenced by the structure of aromatic and heterocyclic compounds.
PubMed:
The N-hydroxylation of phentermine (2-methyl-2-amino-1-phenylpropane). Properties of the enzyme system.
PubMed:
Species differences in the metabolism of norephedrine in man, rabbit and rat.
PubMed:
[A powerful local anesthetic: 2-N-(beta-(4-propionyl-phenoxy)ethyl)amino-1-phenylpropane].
PubMed:
1,2-Dihydroxy-1-phenylpropane: a metabolite of ephedrine in ponies.
PubMed:
[Studies on synthetic choleretics: 1-phenylpropane derivatives].
PubMed:
[Pharmacological properties of a new inhibitor of monoamine oxidase: 2-hydrazino-1-phenylpropane].
PubMed:
Studies in detoxication. 69. The metabolism of alkylbenzenes: n-propylbenzene and n-butylbenzene with further observations on ethylbenzene.
PubMed:
Colorimetric determination of 2-nitro-2-bromo-1-methoxy-1-phenylpropane.
PubMed:
The clinical assay of a new fungicide, P-594 (2-nitro-2-bromo-1-methoxy-1-phenylpropane).
PubMed:
Derivatives of propylbenzene as sythetic sex hormones.