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β-Methylstyrol

beta-Methylstyrene

HCID 12500
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Grundinformationen

CAS
637-50-3
Standard-SMILES
CC=Cc1ccccc1
InChIKey
QROGIFZRVHSFLM-UHFFFAOYSA-N
Summenformel
C9H10
Durchschnittliche Molmasse
118,18 g/mol
Monoisotopische Masse
118,07825032

Überblick

cis-beta-methylstyrene has been reported in Actaea simplex with data available.

Namen und Bezeichner

Bevorzugter Name
beta-Methylstyrene
IUPAC
prop-1-enylbenzene
Lokaler Name
β-Methylstyrol
Englischer Name
β-Methylstyrene
Summenformel
C9H10
Molmasse
118.18

Namen und Synonyme

Propenyl benzeneBETA-METHYL STYRENEBenzene, 1-propenyl-DTXSID20609199367GUB59ONSC-65591RefChem:1079702DTXCID7044059211-287-91-Propenylbenzene3-Phenyl-1-Propene637-50-3
Weitere Namen anzeigen
Prop-1-en-1-ylbenzeneTRANS-B-METHYLSTYRENETRANS-BETA-METHYLSTYRENEB-METHYLSTYRENEBenzene, 1-propen-1-yl-
beta-MethylstyreneIsoallylbenzenePropenylbenzeneBenzene, propenyl-Prop-1-enylbenzenemethyl-styrene[(1Z)-Prop-1-en-1-yl]benzene3-methylvinylbenzene

Datenbank-Bezeichner

CAS
637-50-3
PubChem CID
12500
DTXSID
DTXSID2060919
EC Number
211-287-9

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,2
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
9
Formalladung
0
Komplexität
86,2

Experimentelle und physikochemische Eigenschaften

PolymersPlastics & Rubber -> Styrenes
LogPlog Kow = 3.35
Density0.9019 @ 25 °C
SolubilitySol in acetone, benzene, ether, ethanol
Boiling Point175.5 °C
Melting Point-27.3 °C
Vapor Pressure0.97 [mmHg]
Refractive IndexIndex of refraction = 1.5508 @ 20 °C
Physical DescriptionClear faintly yellow liquid; Stabilized with 0.01% butylated hydroxytoluene; [MSDSonline]

Physikochemische Eigenschaften

Schmelzpunkt
-27.1 °C · -27.1°C

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H226 (99.1%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P272, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P318, P319, P321, P331, P333+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 106 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationBenzene, 1-propenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAn irritant; [MSDSonline] See alpha-Methyl styrene.
Hazard Classes and CategoriesFlam. Liq. 3 (99.1%)
Shipment Methods and Regulations · 3 Einträge

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./

The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.

The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Chemie und Industrie

Verwendung und Herstellung

UsesAn impurity of alpha-methylstyrene; [HSDB]
General Manufacturing Informationbeta-Methylstyrene is an impurity contained in alpha-methylstyrene at a concn of about 0.5% by weight(1).

Anwendungen

Verwendenβ-Methylstyrene is a styrene derivative that is used as a chemical intermediate in the manufacture of plasticizers, resins and polymers. β-Methylstyrene is also produced from the combustion of methamp hetamine.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

1-Phenyl-2-propylmethanesulphonate(2-Brompropyl)benzol

Nachgelagerte Produkte

Oxirane, 2-methyl-3-phenyl-, (2R,3S)-1-Phenylpropan-2-ol1-Phenylpropan-1,2-diol2-Chloropropiophenone(1R,2R)-(+)-1-Phenylpropylene oxide

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Siedepunkt
175 °C · 175 °C(lit.)
Dichte
0.911 g/mL · 0.911 g/mL at 25 °C(lit.)
Brechungsindex
20 · n20/D 1.550(lit.)
Flammpunkt
127 °F · 127 °F
storage temp.
2 · 2-8°C
Wasserlöslichkeit
Insoluble in water
Löslichkeit
DMSO (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand
clear liquid
Wichte
0.91 · 0.91
Farbe
Colorless to Light yellow
Henry's Law Constant
3.7 · 3.7×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
2.73 · 2.73
CAS Datenbank
637 · 637-50-3(CAS DataBase Reference)
EPA chemische Informationen
Propenylbenzene (637-50-3)
Shipping Name/ Number DOT/UN/NA/IMO · 2 Einträge

UN 2618; Methyl styrenes, inhibited

IMO 3.3; Methyl styrenes, inhibited

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxikologische Informationen

Toxicological InformationRanking: 586 (total points: -1)
Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,600(SRC), determined from a log Kow of 3.35(2) and a regression-derived equation(3), indicates that beta-methyl styrene is expected to have low mobility in soil(SRC). Volatilization of beta-methyl styrene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.7X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of beta-methyl styrene from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 1 mm Hg(SRC), determined from a fragment constant method(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,600(SRC), determined from a log Kow of 3.35(2) and a regression-derived equation(3), indicates that beta-methyl styrene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.7X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4 hrs and 4 days, respectively(SRC). According to a classification scheme(5), a BCF of 4 for goldfish(6), suggests bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), beta-methylstyrene, which has an estimated vapor pressure of 1 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase beta-methylstyrene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC); the half-life for the reaction in air is estimated to be 7 hrs for hydroxyl radicals(SRC), calculated from its rate constant of 3.2X10-11 cu cm/molecule-sec at 25 °C(3). The half-lives for the reaction of cis- and trans-isomers of beta-methylstyrene in air are about 4 and 2 hrs for ozone(SRC), calculated from estimated rate constants of 6.8X10-17 and 1.6X10-16 cu cm/molecule-sec at 25 °C(4,5), respectively. Reaction with ozone rather than hydroxyl radicals may contribute the most to the atmospheric transformation of beta-methyl styrene, especially in urban environments(5). Both alpha- and p-methylstyrene weakly adsorb UV light in the environmentally significant range (wavelengths >290 nm)(6). Hence, beta-methylstyrene probably also has the potential for direct photolysis in the environment(SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Effluent Concentrations · 1 Eintrag

beta-Methylstyrene was identified in the wastewater effluent of a petrochemical manufacturer that was discharging into the Calcasieu River, LA(1). For a national survey, beta- methylstyrene was detected in 1 of 21 industrial categories of wastewater effluents; wastewater from the organic chemicals and plastics manufacturing industries contained beta-methylstyrene at an average concn of <0.01 ug/L(2). The removal of lead from gasoline and its subsequent replacement with aromatic compounds has caused an increased release of compounds such as beta- methylstyrene to the atmosphere via fossil fuel combustion(4).

Soil Adsorption/Mobility · 1 Eintrag

The Koc of beta-methyl styrene is estimated as 1,600(SRC), using a log Kow of 3.35(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that beta-methyl styrene is expected to have low mobility in soil(SRC).

Artificial Pollution Sources · 1 Eintrag

beta-Methylstyrene is an impurity contained in alpha-methylstyrene at a concn of about 0.5% by weight(1). Consequently, beta-methylstyrene may be released to the environment via effluents at sites where alpha-methylstyrene is produced or used. beta-Methylstyrene is also released to the environment via wastewater effluents from petrochemical and plastics industries(2,3). The removal of lead from gasoline and its subsequent replacement with aromatic compounds has caused an increased release of compounds such as beta-methylstyrene to the atmosphere via fossil fuel combustion(4).

Environmental Biodegradation · 1 Eintrag

Data regarding the biodegradation of beta-methylstyrene in either soil or aquatic systems were not available. Pure culture studies showed that the bacteria, Pseudomonas desmolytica, was able to grow on beta-methylstyrene as a single carbon source(1). The degradation reaction mechanism followed beta-oxidation on the n-alkenyl side chain yielding phenylpropionaldehyde and benzoate, which were end metabolites because mineralization or further biotransformation could not be demonstrated(1). However, pure culture experiments provide little insight into the rate of biodegradation in soil or water(SRC).

Environmental BioconcentrationA BCF of 4 in goldfish was measured for beta-methylstyrene(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/Soil · 1 Eintrag

The Henry's Law constant for beta- methyl styrene is estimated as 2.7X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that beta-methyl styrene is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 4 days(SRC). beta-Methyl styrene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of beta-methyl styrene from dry soil surfaces may exist(SRC) based upon an estimated vapor pressure of 1 mm Hg(SRC), determined from a fragment constant method(2).

Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of beta-methylstyrene with photochemically-produced hydroxyl radicals has been estimated as 5.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(SRC). The rate constants for the vapor-phase reaction of cis- (estimated) and trans-beta-methylstyrene (measured) with ozone are 6.8X10-17 and 1.6X10-16 cu cm/molecule-sec at 25 °C(2,3), respectively, which correspond to atmospheric half-lives of about 4 and 2 hrs at an atmospheric concn of 7X10+11 ozone molecules per cu cm(SRC). Products of the trans-beta-methylstyrene-ozone reaction include benzaldehyde, acetaldehyde, acetic acid and benzoic acid(3). Experimental data showed that ozone rather than hydroxyl radicals may contribute the most to the atmospheric transformation of beta-methylstyrene, especially in urban environments(3). beta-Methylstyrene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(4). Both alpha- and p-methylstyrene weakly adsorb UV light in the environmentally significant range (wavelengths >290 nm)(5). Hence, beta-methylstyrene probably also has the potential for direct photolysis in the environment(SRC).

Probable Routes of Human ExposureOccupational exposure to beta-methyl styrene may occur through inhalation and dermal contact with this compound at workplaces where alpha-methyl styrene is produced or used. (SRC)
Environmental Water Concentrations · 2 Einträge

DRINKING WATER: beta-Methylstyrene was listed as a contaminant found in drinking water for a survey of US cities including Pomona, CA, Escondido, CA, Lake Tahoe and Orange Co, CA and Dallas, TX, Washington, DC, Cincinnati, OH, Philadelphia, PA, Miami, FL, New Orleans, LA, Ottumwa, IA, and Seattle, WA(1).

GROUND WATER: beta-Methylstyrene was identified at 2 of 3 groundwater sample-sites taken down gradient from a primary wastewater rapid infiltration facility at Fort Devens, MA at concn of 0.045 and 0.017 ug/l(1).

Sicherheitsdaten

wgk
2
ridadr
UN 2618 3/PG 3
hs_code
2902.90.9000
RTECS-Nr.
DA8400500
risk_code
10-37/38-41-43-51/53-65
hazard_code
Xn,N,F,Xi
safety_code
16-26-36/37/39-61-62
hazard_class
IRRITANT, LACHRYMATOR, FLAMMABLE
packing_group
III
Giftige Stoffe Daten
637-50-3(Hazardous Substances Data)