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Alpha-Methylstyrene
Alpha-Methylstyrene
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Names | |||
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Preferred IUPAC name
(Prop-1-en-2-yl)benzene | |||
Other names
α-Methylstyrene; 2-Phenyl-1-propene; 1-Methyl-1-phenylethylene; 2-Phenylpropene; (1-Methylethenyl)benzene; beta-Phenylpropene; 2-Phenylpropylene; beta-Phenylpropylene; alpha-Methylstyrol; 1-Phenyl-1-methylethylene; 2-Phenyl-2-propene; Isopropenylbenzene
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Identifiers | |||
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3D model (JSmol)
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Abbreviations | AMS | ||
ChemSpider |
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ECHA InfoCard | 100.002.459 | ||
KEGG |
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PubChem CID
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UNII | |||
CompTox Dashboard (EPA)
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Properties | |||
C9H10 | |||
Molar mass | 118.179 g·mol−1 | ||
Appearance | Colorless liquid | ||
Density | 0.91 g/cm3 | ||
Melting point | −24 °C (−11 °F; 249 K) | ||
Boiling point | 165 to 169 °C (329 to 336 °F; 438 to 442 K) | ||
Insoluble | |||
Vapor pressure | 2 mmHg (20 °C) | ||
-80.1·10−6 cm3/mol | |||
Hazards | |||
NFPA 704 (fire diamond) | |||
Flash point | 45 °C (113 °F; 318 K) | ||
Explosive limits | 1.9–6.1% | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose)
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4900 mg/kg (oral, rat) | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible)
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C 100 ppm (480 mg/m3) | ||
REL (Recommended)
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TWA 50 ppm (240 mg/m3) ST 100 ppm (485 mg/m3) | ||
IDLH (Immediate danger)
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700 ppm | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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α-Methylstyrene (AMS) is an organic compound with the formula C6H5C(CH3)=CH2. It is a colorless oil.
Synthesis and reactions
AMS is a precursor to plasticizers, resins, and polymers.
AMS and acetophenone are byproducts formed in a variation of the cumene process. It can also be produced by dehydrogenation of cumene.
The homopolymer obtained from this monomer, poly(α-methylstyrene), is unstable, being characterized by a low ceiling temperature.