α-Methylstyrene
Appearance
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Names | |||
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Preferred IUPAC name
(Prop-1-en-2-yl)benzene | |||
Other names
2-Phenylpropene; 2-Phenylpropylene; 1-Methyl-1-phenylethylene; 1-Methyl-1-phenylethene; 1-Phenyl-1-methylethylene; 1-Phenyl-1-methylethene; (1-Methylethenyl)benzene; β-Phenylpropene; β-Phenylpropylene; α-Methylstyrol; α-Methylvinylbenzene; Isopropenylbenzene
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Identifiers | |||
3D model (JSmol)
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Abbreviations | AMS | ||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.002.459 | ||
EC Number |
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KEGG | |||
PubChem CID
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RTECS number |
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UNII | |||
UN number | 2303 | ||
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)[1] | ||
-80.1·10−6 cm3/mol | |||
Hazards | |||
GHS labelling:[3] | |||
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Warning | |||
H226, H319, H335, H411 | |||
P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P273, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, P370+P378, P391, P403+P233, P403+P235, P405, P501 | |||
NFPA 704 (fire diamond) | |||
Flash point | 45 °C (113 °F; 318 K) | ||
Explosive limits | 1.9–6.1%[1] | ||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose)
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4900 mg/kg (oral, rat)[2] | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible)
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C 100 ppm (480 mg/m3)[1] | ||
REL (Recommended)
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TWA 50 ppm (240 mg/m3) ST 100 ppm (485 mg/m3)[1] | ||
IDLH (Immediate danger)
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700 ppm[1] | ||
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.[4]
Synthesis and reactions
AMS is a precursor to plasticizers, resins, and polymers.[5]
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.[6]
References
- ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0429". National Institute for Occupational Safety and Health (NIOSH).
- ^ "alpha-Methyl styrene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
- ^ "alpha-Methylstyrene". pubchem.ncbi.nlm.nih.gov.
- ^ James, Denis H.; Castor, William M. (2007). "Styrene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_329.pub2. ISBN 978-3527306732.
- ^ "What is alpha-methylstyrene (AMS)?". Archived from the original on 2007-02-28. Retrieved 2009-01-07.
- ^ Stevens, Malcolm P. (1999). "6". Polymer Chemistry an Introduction (3rd ed.). New York: Oxford University Press. pp. 193–194. ISBN 978-0-19-512444-6.