Tert-Butyl Peroxybenzoate CAS 614-45-9

Application in polymer chemistry
Tert-butyl peroxybenzoate is mainly used as a free radical initiator, for example, in the polymerization of ethylene (to produce LDPE), vinyl chloride, styrene or acrylate, or as a so-called unsaturated polyester resin (up resin). The amount used for curing UP resin is about 1-2%.

One disadvantage, especially in the production of polymers used in the field of food or cosmetics, benzene may be formed as a decomposition product, which will diffuse from the polymer (e.g. LDPE packaging film).

Application in Organic Chemistry
The protective group 2-trimethylsilyl Ethanesulfonyl chloride (SES CL) for primary and secondary amino groups can react with sodium bisulfite and TbpB through vinyl trimethylsilane to form sodium trimethylsilyl ethanesulfonate, and then react with thionyl chloride to form corresponding sulfonyl chloride.
TbpB can be used to introduce benzoyloxy at the allyl position of unsaturated hydrocarbons.

In the presence of catalytic amount of copper (I) bromide, 3-benzoyloxycyclohexene and TbpB are formed from Cyclohexene with a yield of 71% to 80%.
This allyl oxidation of olefins, also known as kharasch sosnovsky oxidation, produces racemic allyl benzoates in the presence of a catalytic amount of copper bromide (I).

The improvement of the reaction uses copper (II) trifluoromethanesulfonate as catalyst and DBN or DBU as base to achieve a yield of up to 80% in the reaction of acyclic olefins and TbpB to produce allyl benzoate.
Substituted oxazolines and thiazolines can be oxidized to corresponding Oxazoles and thiazoles with a mixture of TbpB and Cu (I) and Cu (II) salts in an appropriate yield in the improved kharash sosnovsky oxidation.

Benzene and furan can be oxidative coupled with olefins under the catalysis of palladium salt, and TbpB is used as hydrogen receptor.
In the absence of PD 2 + salt, aromatics are methoxylated.