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2-Phenyl-1-propene

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2-Phenyl-1-propene Basic information
2-Phenyl-1-propene Chemical Properties
  • Melting point:−24 °C(lit.)
  • Boiling point:165-169 °C(lit.)
  • Density 0.909 g/mL at 25 °C(lit.)
  • vapor density 4.1 (vs air)
  • vapor pressure 2.1 mm Hg ( 20 °C)
  • refractive index n20/D 1.539
  • Flash point:114 °F
  • storage temp. 2-8°C
  • solubility 560mg/l
  • form Liquid
  • color Clear colorless
  • PH5-6 (500g/l, H2O)
  • explosive limit0.9-6.6%(V)
  • Water Solubility insoluble
  • BRN 969405
  • Exposure limitsNIOSH REL: TWA 50 ppm (240 mg/m3), STEL 100 ppm (485 mg/m3), IDLH 700 ppm; OSHA PEL: ceiling 100 ppm; ACGIH TLV: TWA 50 ppm, STEL 100 ppm (adopted).
  • InChIKeyXYLMUPLGERFSHI-UHFFFAOYSA-N
  • CAS DataBase Reference98-83-9(CAS DataBase Reference)
  • NIST Chemistry Reference«alpha»-Methylstyrene(98-83-9)
  • IARC2B (Vol. 101) 2013
  • EPA Substance Registry System.alpha.-Methylstyrene (98-83-9)
Safety Information
  • Hazard Codes Xi,N
  • Risk Statements 10-36/37-51/53
  • Safety Statements 61
  • RIDADR UN 2303 3/PG 3
  • WGK Germany 2
  • RTECS WL5075300
  • Autoignition Temperature445 °C
  • TSCA Yes
  • HS Code 2902 90 00
  • HazardClass 3
  • PackingGroup III
  • Hazardous Substances Data98-83-9(Hazardous Substances Data)
  • ToxicityLD50 orally in Rabbit: 4900 mg/kg
MSDS
2-Phenyl-1-propene Usage And Synthesis
  • Chemical Propertiesclear colourless liquid
  • Chemical PropertiesMethylstyrene is a colorless liquid with a characteristic odor.
  • Physical propertiesColorless liquid with a sharp aromatic odor. Odor threshold concentration is 290 ppb (quoted, Amoore and Hautala, 1983).
  • UsesIntermediate for ABS plastics, Styrene - Butadiene rubber, Polystyrene, Styrene - Acrylonitrile Resins, Perfumery, Polyalphamethyl Styrene, Polyester resins
  • UsesPolymerization monomer, especially forpolyesters.
  • Usesα-Methylstyrene is not a styrenic monomer in the strict sense. The methyl substitution on the side chain, rather than the aromatic ring, moderates its reactivity in polymerization. It is used as a specialty monomer in ABS resins, coatings, polyester resins, and hot-melt adhesives. As a copolymer in ABS and polystyrene, it increases the heat-distortion resistance of the product. In coatings and resins, it moderates reaction rates and improves clarity.
  • Production Methodsα-Methylstyrene (AMS) is produced as a by-product in the production of phenol and acetone from cumene.
  • Synthesis Reference(s)Journal of the American Chemical Society, 108, p. 1322, 1986 DOI: 10.1021/ja00266a047
    Tetrahedron Letters, 21, p. 2531, 1980 DOI: 10.1016/0040-4039(80)80120-1
    Synthesis, p. 1034, 1987 DOI: 10.1055/s-1987-28164
  • General DescriptionA colorless liquid. Insoluble in water and less dense than water. Flash point 115°F. May be mildly toxic by ingestion, inhalation and skin absorption. Vapors may be narcotic by inhalation. Used as a solvent and to make other chemicals.
  • Air & Water ReactionsFlammable. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. Insoluble in water.
  • Reactivity Profile2-Phenyl-1-propene is easily peroxidizable; the peroxide may initiate exothermic polymerization of the bulk material. Reacts violently with strong oxidizing agents [Handling Chemicals Safely, 1980 p. 866; Bretherick, 1979 p. 160].
  • HazardModerate fire risk. Explosive limits in air1.9–6.1%. Avoid inhalation and skin contact. Upperrespiratory tract irritant, kidney and female repro-ductive damage. Possible carcinogen.
  • Health HazardInhalation causes irritation of respiratory tract, headache, dizziness, light-headedness, and breathlessness. Ingestion causes irritation of mouth and stomach. Contact with liquid irritates eyes. Prolonged skin contact can cause severe rashes, swelling, and blistering.
  • Safety ProfileMildly toxic by inhalation. Human systemic effects by inhalation: irritant effects. A skin and eye irritant. Flammable when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes.
  • Potential ExposureMethylstyrene is used as additive, plasticizer, and copolymer; used in the production of modified polyester and alkyd resin formulations.
  • Environmental FateChemical/Physical. Polymerizes in the presence of heat or catalysts (Hawley, 1981).
  • ShippingUN2303 Isopropenylbenzene, Hazard Class: 3; Labels: 3-Flammable liquid
  • Purification MethodsWash the monomer three times with aqueous 10% NaOH (to remove inhibitors such as quinol), then six times with distilled water, dry with CaCl2 and distil it unde
  • IncompatibilitiesVapors may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, peroxides, halogens, catalysts for vinyl or ionic polymers; aluminum, iron chloride; copper. Methylstyrene may form unstable peroxides; may polymerize. Usually contains an inhibitor, such as tert-butyl catechol.
  • Waste Disposalncineration, often by admixture with a more flammable solvent
2-Phenyl-1-propene Preparation Products And Raw materials
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