Ensiklopedia Dunia

Technopedia Center

Faculty of Engineering and Computer Science
S1 Informatics S1 Information Systems S1 Information Technology S1 Computer Engineering S1 Electrical Engineering S1 Civil Engineering

faculty of Economics and Business
S1 Management S1 Accountancy

Faculty of Letters and Educational Sciences
S1 English literature S1 English language education S1 Mathematics education S1 Sports Education

α-Methylstyrene - Wikipedia

From Wikipedia, the free encyclopedia

(Redirected from Alpha-methylstyrene)

α-Methylstyrene

Names

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

Identifiers

CAS Number

98-83-9^Y

3D model (JSmol)

Abbreviations

AMS

ChEBI

CHEBI:35060

ChEMBL

ChEMBL1344773

ChemSpider

7129^Y

ECHA InfoCard

100.002.459

EC Number

202-705-0

KEGG

C14395^Y

PubChem CID

7407

RTECS number

WL5075300

UNII

D46R9753IK^Y

UN number

2303

CompTox Dashboard (EPA)

DTXSID9025661

InChI

InChI=1S/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3^Y
Key: XYLMUPLGERFSHI-UHFFFAOYSA-N^Y
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

GHS labelling:^[3]

Pictograms

Signal word

Warning

Hazard statements

H226, H319, H335, H411

Precautionary statements

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)

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 ^YN ?)

Infobox references

α-Methylstyrene (AMS) is an organic compound with the formula C₆H₅C(CH₃)=CH₂. It is a colorless oil.^[4]

Synthesis and reactions

AMS is formed as a by-product of the cumene process. In this procedure, cumene is converted to its radical, through a reaction with oxygen.

Normally these cumene radicals are converted to cumene hydroperoxide, however they can also undergo radical disproportionation to form AMS.

Although this is only a minor side reaction, the cumene process is run at such a large scale that the recovery of AMS is commercially viable and satisfies much of the global demand. AMS 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 of 65°C.^[5]^[6]

Side effects in humans

The American Conference of Governmental Industrial Hygienists (2009) defined occupational exposure limits of 10 ppm for airborne concentrations of a-methylstyrene.^[7] based on allergic reactions, and effects on the central nervous system.^[7]^[8]

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.
^ 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.
^ Jones, G. R.; Wang, H. S.; Parkatzidis, K.; Whitfield, R.; Truong, N. P.; Anastasaki, A. (2023). "Reversed Controlled Polymerization (RCP): Depolymerization from Well-Defined Polymers to Monomers". Journal of the American Chemical Society. 145 (18): 9898–9915. doi:10.1021/jacs.3c00589. PMC 10176471. PMID 37127289.
^ ^a ^b Morgan, D. L.; Mahler, J. F.; Kirkpatrick, D. T.; Price, H. C.; O'Connor, R. W.; Wilson, R. E.; Moorman, M. P. (February 1999). "Characterization of inhaled alpha-methylstyrene vapor toxicity for B6C3F1 mice and F344 rats". Toxicological Sciences. 47 (2): 187–194. doi:10.1093/toxsci/47.2.187. ISSN 1096-6080. PMID 10220856.
^ "α-METHYL STYRENE†". OSHA.

Categories:

Hidden categories: