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614-45-9 - tert-Butyl peroxybenzoate, 98% - tert-Butyl perbenzoate - A17373 - Alfa Aesar

A17373 tert-Butyl peroxybenzoate, 98%

CAS Number
614-45-9
Synonyms
tert-Butyl perbenzoate

Size Price ($) Quantity Availability
25g 17.01
100g 23.04
500g 57.37
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tert-Butyl peroxybenzoate, 98%

MDL
MFCD00008802
EINECS
210-382-2

Chemical Properties

Formula
C11H14O3
Formula Weight
194.23
Melting point
6-8°
Boiling Point
75-76°/0.2mm
Flash Point
93°(199°F)
Density
1.042
Refractive Index
1.4990
Solubility
Soluble in ether, alcohol, ester, and ketones. Insoluble in water. 

Applications

tert-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.

Literature References

Weaver JD, et al. tructural comparison of products from peroxide-initiated grafting of vinylsilane and silane-functionalized nitroxyl to hydrocarbon and polyolefin substrates. J. Polym. Sci. A Polym. Chem. 2008, 46 (13),4542-55.

William A. Pryor.; William H. HendricksonJr. Reaction of nucleophiles with electron acceptors by SN2 or electron transfer (ET) mechanisms: tert-butyl peroxybenzoate/dimethyl sulfide and benzoyl peroxide/N,N-dimethylaniline systems. . Am. Chem. Soc. 1983, 105 (24),7114-7122.

For free-radical allylic benzoyloxylation of cyclohexene, promoted by CuBr, and references for preparation of benzoyloxy derivatives of other classes of compound including hydrocarbons, esters, ethers, sulfides, amides, etc., see: Org. Synth. Coll., 5, 70 (1973). The reaction with alkenes is also efficiently promoted by a complex of Cu(OTf)2 with DBN or DBU: Tetrahedron Lett., 37, 8435 (1996). For a review of acyloxylation at carbon, see: Synthesis, 1 (1972).

In the presence of CuBr, effects dehydrogenation of oxazolines and thioazolines to the aromatized systems: J. Org. Chem., 61, 8207 (1996).

Promotes Pd-catalyzed oxidative coupling of electron-rich aromatics with electron-deficient alkenes: Tetrahedron, 40, 2699 (1984).

Promotes the free-radical addition of bisulfite to vinyltrimethylsilane, in an improved preparation of 2-(TMS)ethanesulfonyl chloride: Org. Synth., 75, 161 (1997).

GHS Hazard and Precautionary Statements

Hazard Statements: H200-H242-H302-H315-H319-H227

Unstable explosives. Heating may cause a fire. Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. Combustible liquid.

Precautionary Statements: P210-P201-P220-P305+P351+P338-P373-P380-P401a-P410-P411a-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. DO NOT fight fire when fire reaches explosives. Store in accordance with local/regional/national/international regulations. Protect from sunlight. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1342734
Hazard Class
5.2
Packing Group
II
Harmonized Tariff Code
2916.39
TSCA
Yes
RTECS
SD9450000

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