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Alpha-Methylstyrene

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alpha-Methylstyrene
Skeletal formula
Ball-and-stick model
Names
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
Identifiers
3D model (JSmol)
Abbreviations AMS
ChemSpider
ECHA InfoCard 100.002.459
KEGG
PubChem CID
UNII
  • InChI=1S/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3 checkY
    Key: XYLMUPLGERFSHI-UHFFFAOYSA-N checkY
  • InChI=1/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3
    Key: XYLMUPLGERFSHI-UHFFFAOYAS
  • C=C(c1ccccc1)C
  • CC(=C)c1ccccc1
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)
3
0
0
Flash point 45 °C (113 °F; 318 K)
Explosive limits 1.9–6.1%
Lethal dose or concentration (LD, LC):
4900 mg/kg (oral, rat)
NIOSH (US health exposure limits):
PEL (Permissible)
C 100 ppm (480 mg/m3)
REL (Recommended)
TWA 50 ppm (240 mg/m3) ST 100 ppm (485 mg/m3)
IDLH (Immediate danger)
700 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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.


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