alpha-Methylstyrene

*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
CAS Number	98-83-9 ;
3D model (JSmol)	Interactive image; Interactive image;
Abbreviations	AMS
ChemSpider	7129 ;
ECHA InfoCard	100.002.459
KEGG	C14395 ;
PubChem CID	7407;
UNII	D46R9753IK ;
CompTox Dashboard (EPA)	DTXSID9025661 ;
	InChI InChI=1S/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3 Key: XYLMUPLGERFSHI-UHFFFAOYSA-N ; InChI=1/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3 Key: XYLMUPLGERFSHI-UHFFFAOYAS;
	SMILES C=C(c1ccccc1)C; CC(=C)c1ccccc1;
Properties
Chemical formula	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)
Solubility in water	Insoluble
Vapor pressure	2 mmHg (20 °C)[1]
Magnetic susceptibility (χ)	-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%[1]
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	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). verify (what is ?) 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

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).
James, Denis H.; Castor, William M. (2007). "Styrene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_329.pub2.
"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.

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[PGCH-1] NIOSH Pocket Guide to Chemical Hazards. "#0429". National Institute for Occupational Safety and Health (NIOSH).

[2] "alpha-Methyl styrene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[ullstyrene-3] James, Denis H.; Castor, William M. (2007). "Styrene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_329.pub2.

[4] "What is alpha-methylstyrene (AMS)?". Archived from the original on 2007-02-28. Retrieved 2009-01-07.

[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.