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tert-Butyl peroxybenzoate

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tert-Butyl peroxybenzoate Basic information
tert-Butyl peroxybenzoate Chemical Properties
  • Melting point:8 °C
  • Boiling point:75-76 °C/0.2 mmHg (lit.)
  • Density 1.021 g/mL at 25 °C (lit.)
  • vapor density 6.7 (vs air)
  • vapor pressure 3.36 mm Hg ( 50 °C)
  • refractive index n20/D 1.499(lit.)
  • Flash point:200 °F
  • storage temp. 2-8°C
  • solubility water: soluble1.18g/L
  • form Liquid
  • color Clear yellow
  • Water Solubility Immiscible
  • BRN 1342734
  • Stability:Stable. Combustible. Incompatible with a wide range of organic materials - oxidizer. May react violently with organic compounds.
  • CAS DataBase Reference614-45-9(CAS DataBase Reference)
  • NIST Chemistry Referencetert-Butyl peroxybenzoate(614-45-9)
  • EPA Substance Registry Systemtert-Butyl perbenzoate (614-45-9)
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tert-Butyl peroxybenzoate Usage And Synthesis
  • Chemical Propertiescolourless or slightly yellow liquid
  • UsesPolymerization initiator for polyethylene, polystyrene, polyacrylates, and polyesters; chem- ical intermediate.
  • Usest-Butyl peroxybenzoate is used for elevatedtemperaturecuring of polyesters and to initiatepolymerization reactions.
  • Usestert-Butyl peroxybenzoate was employed as polymerization and cross-linking catalyst. It was also was employed as initiator during ?grafting of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)-4-oxyacetamido-(3 propyltriethoxysilane) to poly(ethylene co-octene and in preparation of conformal poly(cyclohexyl methacrylate) thin films via initiated chemical vapor deposition.
  • Synthesis Reference(s)Journal of the American Chemical Society, 68, p. 642, 1946 DOI: 10.1021/ja01208a033
  • General DescriptionClear, colorless to slightly yellow liquid with a mild, aromatic odor. tert-Butyl peroxybenzoate also is stored and transported as a mixture with inert solids and as a solvent slurry, to mitigate the explosion hazard.
  • Air & Water ReactionsInsoluble in water.
  • Reactivity ProfileTERT-BUTYL PEROXYBENZOATE explodes with great violence when rapidly heated to a critical temperature; pure form is shock sensitive and detonable [Bretherick 1979 p. 602]. Upon contact with organic matter, t-butyl peroxybenzoate can ignite or give rise to an explosion [Haz. Chem. Data 1973 p. 77].
  • HazardOxidizing material; do not store near com- bustible materials.
  • Health Hazardt-Butyl peroxybenzoate is a mild skin andeye irritant. Exposure to 500 mg/day causedmild irritation in rabbit eyes and skin. Toxicitydata on animals show a low order oftoxicity.
    LD50 value, oral (mice): 914 mg/kg
    It has been reported to cause tumors(blood) in mice. Its carcinogenic actions onhumans are unknown.
  • Fire HazardHighly reactive and oxidizing compound with moderate flammability; flash point (open cup) 107–110°C (224.6–230°F); autoignition temperature not reported.
    It forms an explosive mixture with air; the explosive range not reported. It is not sensitive to shock but is heat sensitive. It explodes on heating; self-accelerating decomposition temperature 60°C (140°F).
    It may react explosively when mixed with readily oxidizable, organic, and flammable substances. Fire-extinguishing agent: water from a sprinkler; use water to keep the containers cool.
  • Safety ProfileModerately toxic by ingestion. A skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. See also PEROXIDES, ORGANIC. Potentially explosive when heated above 11 5'C. Explosive reaction on contact with organic matter or copperQ) bromide + limonene. When heated to decomposition it emits acrid smoke and fumes.
  • CarcinogenicityOther studies have determined the possibility that t-butyl peroxybenzoate can be metabolized to free radicals by human carcinoma skin keratinocytes. Free radicals are suggested to be involved in the cascade of events occurring during tumor promotion .
  • storageIt should be stored in a well-ventilatedplace at a temperature between 10 and27°C (50–80°F), isolated from oxidizable,flammable, organic materials and accelerators.It should be shipped in glass, polyethylene,and earthenware containers of up to5-gallon capacity placed inside wooden orfiberboard boxes.
tert-Butyl peroxybenzoate Preparation Products And Raw materials
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