Chemistry: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
KEGG
UNII
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
NFPA 704 (fire diamond)
Flammability code 0: Will not burn. E.g. waterHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
0
3
0
Flash point 45 °C (113 °F; 318 K)
Explosive limits 1.9–6.1%[1]
Lethal dose or concentration (LD, LC):
4900 mg/kg (oral, rat)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
C 100 ppm (480 mg/m3)[1]
REL (Recommended)
TWA 50 ppm (240 mg/m3) ST 100 ppm (485 mg/m3)[1]
IDLH (Immediate danger)
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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Infobox references

α-Methylstyrene (AMS) is an organic compound with the formula C6H5C(CH3)=CH2. It is a colorless oil.[3]

Synthesis and reactions

AMS is a precursor to plasticizers, resins, and polymers.[4]

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.[5]

References

  1. 1.0 1.1 1.2 1.3 1.4 NIOSH Pocket Guide to Chemical Hazards. "#0429". National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/npg/npgd0429.html. 
  2. "alpha-Methyl styrene". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/idlh/98839.html. 
  3. James, Denis H.; Castor, William M. (2007). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_329.pub2. 
  4. "What is alpha-methylstyrene (AMS)?". http://www.sunocochemicals.com/products/alphaf.htm. 
  5. 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.