alpha-methyl styrene
(1-methylethenyl)benzene
Identification
| Name | alpha-methyl styrene |
| IUPAC | prop-1-en-2-ylbenzene |
| CAS Number | 98-83-9 |
| EINECS | 202-705-0 |
| FDA UNII | D46R9753IK |
| Molecular Formula | C9 H10 |
| Molecular Weight | 118.17870000 |
| MDL Number | MFCD00008859 |
| Nikkaji Number | J3.582C |
| Beilstein | 0969405 |
| XlogP3 | 3.50 (est) |
Regulatory
| DG SANTE Food Contact Materials | (1-methylethenyl)benzene |
| FDA Mainterm (IAUFC) | 98-83-9 ; ALPHA-METHYLSTYRENE |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.90900 to 0.91300 @ 20.00 °C. |
| Pounds per Gallon - (est). | 7.573 to 7.606 |
| Refractive Index | 1.53700 to 1.54000 @ 20.00 °C. |
| Melting Point | -24.00 °C. @ 760.00 mm Hg |
| Boiling Point | 164.00 to 166.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 2.827000 mmHg @ 25.00 °C. (est) |
| Vapor Density | 4.1 ( Air = 1 ) |
| Flash Point | 114.00 °F. TCC ( 45.56 °C. ) |
| logP (o/w) | 3.480 |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 4600 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 16 ml/kg |
| Inhalation Toxicity | inhalation-guinea pig LCLo 3000 ppm |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | indirect food additives: adhesives and components of coatings |
| Recommendation for alpha-methyl styrene usage levels up to | not for fragrance use. |
| Recommendation for alpha-methyl styrene flavor usage levels up to | not for flavor use. |
OQEMA
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Potential Uses
Natural Occurrence
Synonyms
benzene, (1-methylethenyl)-
(1-
methyl ethenyl) benzene
1-
methyl ethylene benzene
a-
methyl styrene
alpha-
methyl styrol
1-
methyl-1-phenyl ethene
1-
methyl-1-phenyl ethylene
1-
methyl-1-phenylethene
1-
methyl-1-phenylethylene
(1-
methylethenyl)benzene
1-
methylethenylbenzene
1-
methylethylenebenzene
a-
methylstyrene
alpha-
methylstyrene
a-
methylstyrol
(1-
methylvinyl)benzene
2-
phenyl propene
2-
phenyl propylene
1-
phenyl-1-methylethylene
2-
phenyl-1-propene
2-
phenyl-2-propene
2-
phenylpropene
2-
phenylpropylene
prop-1-en-2-ylbenzene
1-
propene, 2-phenyl-
iso
propenyl benzene
iso
propenylbenzene
iso
propenylbenzol
styrene, a-methyl-
PubMed:
Spectroscopic [FT-IR and FT-Raman] and theoretical [UV-Visible and NMR] analysis on α-Methylstyrene by DFT calculations.
PubMed:
Selective separation of fluorinated compounds from complex organic mixtures by pyrolysis-comprehensive two-dimensional gas chromatography coupled to high-resolution time-of-flight mass spectrometry.
PubMed:
A study of photothermal laser ablation of various polymers on microsecond time scales.
PubMed:
A computational exploration of imprinted polymer affinity based on voriconazole metabolites.
PubMed:
Highly diastereoselective cyclopropanation of α-methylstyrene catalysed by a C2-symmetrical chiral iron porphyrin complex.
PubMed:
Revelation of the photoactive species in the photocatalytic dimerization of α-methylstyrene by a dinuclear ruthenium-palladium complex.
PubMed:
H(OEt2)2[P(1,2-O2C6Cl4)3]: synthesis, characterization, and application as a single-component initiator for the carbocationic polymerization of olefins.
PubMed:
Manganese(III) acetate-mediated oxidative cyclization of a-methylstyrene and trans-stilbene with b-ketosulfones.
PubMed:
Reactions of the tetraoxidosulfate(Ë-) and hydroxyl radicals with poly(sodium α-methylstyrene sulfonate).
PubMed:
Pyrolysis of waste plastic crusts of televisions.
PubMed:
Monomer- and polymer radicals of vinyl compounds: EPR and DFT studies of geometric and electronic structures in the adsorbed state.
PubMed:
Procedure for fabricating biofunctional nanofibers.
PubMed:
Synthesis of Block Copolymers of Varying Architecture Through Suppression of Transesterification during Coordinated Anionic Ring Opening Polymerization.
PubMed:
Ru-catalyzed β-selective and enantioselective addition of amines to styrenes initiated by direct arene-exchange.
PubMed:
A concise synthesis of 3-(1-alkenyl)isoindolin-1-ones and 5-(1-alkenyl)pyrrol-2-ones by the intermolecular coupling reactions of N-acyliminium ions with unactivated olefins.
PubMed:
Biodegradation and In Vitro Biocompatibility of Polyperoxides: Alternating Co-Polymers of Vinyl Monomers and Molecular Oxygen.
PubMed:
Enhanced photocatalytic activity of α-methylstyrene oligomerization through effective metal-to-ligand charge-transfer localization on the bridging ligand.
PubMed:
Surface-directed spinodal decomposition of solvent-quenched organic transistor blends.
PubMed:
Zone-refinement effect in small molecule-polymer blend semiconductors for organic thin-film transistors.
PubMed:
Rhenium hydride/boron Lewis acid cocatalysis of alkene hydrogenations: activities comparable to those of precious metal systems.
PubMed:
Reversible Morphology Control in Block Copolymer Films via Solvent Vapor Processing: An In Situ GISAXS study.
PubMed:
Disposition and metabolism of cumene in F344 rats and B6C3F1 mice.
PubMed:
Effect of molecular structure on epoxidation of allylic olefins by atomic oxygen on Au.
PubMed:
Polymer screening by radiofrequency glow discharge time-of-flight mass spectrometry.
PubMed:
Solarylations via 4-aminophenyl cations.
PubMed:
Four mu4-oxo-bridged copper(II) complexes: magnetic properties and catalytic applications in liquid phase partial oxidation reactions.
PubMed:
Selective area control of self-assembled pattern architecture using a lithographically patternable block copolymer.
PubMed:
A phenomenological one-parameter equation of state for osmotic pressures of PEG and other neutral flexible polymers in good solvents.
PubMed:
Oligomerization of styrenes mediated by cationic allyl nickel complexes containing triphenylstibine or triphenylarsine.
PubMed:
Control of self-assembly of lithographically patternable block copolymer films.
PubMed:
Alkaline reforming of brominated fire-retardant plastics: fate of bromine and antimony.
PubMed:
Low temperature conversion (LTC)--an alternative method to treat sludge generated in an industrial wastewater treatment station--batch and continuous process comparison.
PubMed:
Structure and properties of small molecule-polymer blend semiconductors for organic thin film transistors.
PubMed:
MALDI-TOF/TOF CID study of poly(alpha-methylstyrene) fragmentation reactions.
PubMed:
Toxicology and carcinogenesis studies of alpha-methylstyrene (Cas No. 98-83-9) in F344/N rats and B6C3F1 mice (inhalation studies).
PubMed:
9-Borabicyclo[3.3.2]decanes and the asymmetric hydroboration of 1,1-disubstituted alkenes.
PubMed:
Complex macromolecular chimeras.
PubMed:
Calorimetric evaluation of polymerization thermokinetics of styrene, alpha-methylstyrene and trans-beta-methylstyrene.
PubMed:
Tandem mass spectrometry characteristics of silver-cationized polystyrenes: internal energy, size, and chain end versus backbone substituent effects.
PubMed:
Mechanistic studies of copper(I)-catalyzed allylic amination.
PubMed:
AFM, ellipsometry, XPS and TEM on ultra-thin oxide/polymer nanocomposite layers in organic thin film transistors.
PubMed:
Nanoconfinement revealed in degradation and relaxation studies of two structurally different polystyrene-clay systems.
PubMed:
Pyrolysis of waste electrical and electronic equipment: effect of antinomy trioxide on the pyrolysis of styrenic polymers.
PubMed:
Reactions of cumene hydroperoxide mixed with sodium hydroxide.
PubMed:
Synthesis of Pd complexes combined with photosensitizing of a ruthenium(II) polypyridyl moiety through a series of substituted bipyrimidine bridges. Substituent effect of the bridging ligand on the photocatalytic dimerization of alpha-methylstyrene.
PubMed:
Adsorption geometry and core excitation spectra of three phenylpropene isomers on Cu(111).
PubMed:
Interception of the radicals produced in electrophilic fluorination with radical traps (Tempo, Dmpo) studied by electrospray ionization mass spectrometry.
PubMed:
Air-assisted addition of grignard reagents to olefins. A simple protocol for a three-component coupling process yielding alcohols.
PubMed:
Critical influence of adsorption geometry in the heterogeneous epoxidation of "allylic" alkenes: structure and reactivity of three phenylpropene isomers on Cu(111).
PubMed:
Highly selective photo-catalytic dimerization of alpha-methylstyrene by a novel palladium complex with photosensitizing ruthenium(II) polypyridyl moiety.
PubMed:
Synthesis of functionalized asymmetric star polymers containing conductive polyacetylene segments by living anionic polymerization.
PubMed:
Preparation of monomodal polyelectrolyte complex nanoparticles of PDADMAC/poly(maleic acid-alt-alpha-methylstyrene) by consecutive centrifugation.
PubMed:
Self-supported heterogeneous titanium catalysts for enantioselective carbonyl-ene and sulfoxidation reactions.
PubMed:
Functional MRI and NMR spectroscopy of an operating gas-liquid-solid catalytic reactor.
PubMed:
Relative ototoxicity of 21 aromatic solvents.
PubMed:
Needlelike and spherical polyelectrolyte complex nanoparticles of poly(l-lysine) and copolymers of maleic acid.
PubMed:
Combined X-ray photoelectron spectroscopy and time-of-flight secondary ion MS surface quantitative analysis of polymer blends with varying mixing thermodynamics.
PubMed:
Dynamics of living polymers.
PubMed:
Cumene oxidation by cis-[RuIV(bpy)2(py)(O)]2+, revisited.
PubMed:
Preparation and adsorption of refined polyelectrolyte complex nanoparticles.
PubMed:
Quantitative characterization of a polystyrene/poly(alpha-methylstyrene) blend by MALDI mass spectrometry and size-exclusion chromatography.
PubMed:
The NMR microimaging studies of the interplay of mass transport and chemical reaction in porous media.
PubMed:
The ultrasensitivity of living polymers.
PubMed:
Imino ene reaction catalyzed by ytterbium(III) triflate and TMSCl or TMSOTf.
PubMed:
Kinetics of MTO-catalyzed olefin epoxidation in ambient temperature ionic liquids: UV/Vis and 2H NMR study.
PubMed:
Isolation and structure of [HC[CH(SiMe(3))(SnMe(3))](2)](+): a remarkably stable sec-alkyl cation.
PubMed:
NMR imaging of the distribution of the liquid phase in a catalyst pellet during alpha-methylstyrene evaporation accompanied by its vapor-phase hydrogenation.
PubMed:
Catalytically active, recyclable zirconocene supported at cross-links within porous polymer disks.
PubMed:
Reversible polymerizations and aggregations.
PubMed:
Cationic complexes of iridium: diiodobenzene chelation, electrophilic behavior with olefins, and fluxionality of an Ir(I) ethylene complex.
PubMed:
Copper(I)-homoscorpionate catalysts for the preferential, kinetically controlled cis cyclopropanation of alpha-olefins with ethyl diazoacetate.
PubMed:
Orientation of alpha-helical poly(L-lysine) in consecutively adsorbed polyelectrolyte multilayers on texturized silicon substrates.
PubMed:
Use of aromatic radical-anions in the absence of THF. Tandem formation and cyclization of benzyllithiums derived from the attack of homo- and bishomoallyllithiums on alpha-methylstyrenes: two-pot synthesis of cuparene.
PubMed:
Poly(ethylene glycol)-supported bisoxazolines as ligands for catalytic enantioselective synthesis.
PubMed:
Thermodynamic suppression of Brownian motion.
PubMed:
Metabolism and disposition of alpha-methylstyrene in rats.
PubMed:
Wetting in a phase separating polymer blend film: quench depth dependence
PubMed:
Direct evidence of a radical mechanism in the addition reaction of iododifluoroesters to olefins by spin trapping
PubMed:
Ytterbium(III) triflate/TMSCI: efficient catalyst for imino ene reaction
PubMed:
[Microbial degradation of components of waste water from phenol-producing industry].
PubMed:
Polymeric microcapsules of alachlor and metolachlor: preparation and evaluation of controlled-release properties.
PubMed:
The essential oil of Senecio graveolens (Compositae): chemical composition and antimicrobial activity tests.
PubMed:
Characterization of inhaled alpha-methylstyrene vapor toxicity for B6C3F1 mice and F344 rats.
PubMed:
Exploiting methyl groups as motional labels for structure analysis in solid polymers.
PubMed:
Analysis of Photoablation Products Resulting from Polymer Materials by Supersonic Beam/Multiphoton Ionization/Time-of-Flight Mass Spectrometry.
PubMed:
Synthesis and 5HT modulating activity of stereoisomers of 3-phenoxymethyl-4-phenylpiperidines.
PubMed:
Expoxidation of styrene and substituted styrenes by whole cells of Mycobacterium sp. M156.
PubMed:
The rabbit liver microsomal biotransformation of 1,1-dialkylethylenes: enantioface selection of epoxidation and enantioselectivity of epoxide hydrolysis.
PubMed:
Microbial bioconversion of pollutants.
PubMed:
[Determination of volatile substances and leachable components in polystyrene food contact wares].
PubMed:
Quantification of volatile solvents in blood by static headspace analysis.
PubMed:
[Peripheral metabolism of Pseudomonal putida transconjugants degrading chloro- and methylaromatic compounds].
PubMed:
[The primary stages of alpha-methylstyrene degradation by a culture of Pseudomonas aeruginosa 8].
PubMed:
Effect of styrene and other alkyl benzene derivatives on oxidation of FAD- and NAD-linked substrates in rat liver mitochondria.
PubMed:
[Degradation of alpha-methylstyrene and toluene by plasmid-containing bacterial strains of the genus Pseudomonas].
PubMed:
[Results and prospects for the hygienic regulation of monomers migrating out of materials designed for contact with food products (styrene, alpha-methylstyrene)].
PubMed:
Mutagenicity of para-substituted alpha-methylstyrene oxide derivatives with Salmonella.
PubMed:
Identification and quantification of phencyclidine pyrolysis products formed during smoking.
PubMed:
Olefin oxygenation and N-dealkylation by dopamine beta-monooxygenase: catalysis and mechanism-based inhibition.
PubMed:
[Plasmid participation in the degradation of alpha-methylstyrene].
PubMed:
Enzyme-activated irreversible inhibitors of monoamine oxidase: phenylallylamine structure-activity relationships.
PubMed:
[Oxidation of alpha-methylstyrene by Pseudomonas cultures].
PubMed:
A comparison of cationic polymerization and esterification for end-point detection in the catalytic thermometric titration of organic bases.
PubMed:
Induction of sister-chromatid exchanges by styrene analogues in cultured human lymphocytes.
PubMed:
Monitoring of workers exposure to low levels of airborne monomers in a polystyrene production plant.
PubMed:
[alpha-Methylstyrene absorption through the skin in human beings].
PubMed:
[Mechanism of the toxic effect of alpha-methylstyrene].
PubMed:
[Gas chromatographic method for the separate determination of cumol, styrene and alpha-methylstyrene in soil].
PubMed:
[Use of a kinetic spectrophotometric method for the quantitative determination of alpha-methylstyrene in biological media].
PubMed:
[Some enzymological and immunological shifts following prolonged occupational exposure to the effects of alpha-methylstyrene and divinyl].
PubMed:
[Determination of urinary atrolactic acid as a test of exposure to the action of alpha-methylstyrene].
PubMed:
[Comparative evaluation of some methods for determining alpha-methylstyrene in air].
PubMed:
[Liver function in workers engaged in the manufacture of divinyl-alpha-methylstyrene rubber].
PubMed:
Biotransformation of ethyl benzene, styrene, and alpha-methylstyrene in man.
PubMed:
[Determining alpha-methylstyrene by the infrared spectroscopy method].
PubMed:
[SPECTROPHOTOMETRIC DETERMINATION OF STYRENE AND ALPHA-METHYLSTYRENE IN THE EFFLUENTS FROM A DIVINYLSTYRENE (ALPHA-METHYLSTYRENE) RUBBER-PRODUCING PLANT AND IN OPEN WATER BASINS].
PubMed:
[Spectrophotometric determination of benzene, isopropylbenzene and alpha-methylstyrene in the air].
PubMed:
Steric inhibition of resonance in 1-methyl-2-isopropenylbenzene.