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A17373 tert-Butyl peroxybenzoate, 98%

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

Stock No. Size Price ($) Quantity Availability
A17373-14 25g 20.10
A17373-22 100g 27.20
A17373-36 500g 59.30
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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
Storage & Sensitivity
Keep Cold.
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: H227-H315-H317-H319-H332-H335

Combustible liquid. Causes skin irritation. May cause an allergic skin reaction. Causes serious eye irritation. Harmful if inhaled. May cause respiratory irritation.

Precautionary Statements: P210-P235-P261-P264b-P271-P272-P280-P302+P352-P304+P340-P305+P351+P338-P312-P333+P313-P337+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation or rash occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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