Er Butyl hydroperoxide

Only terr-hydroperoxides have been examined kinetically and discussion will be restricted to these. The stoichiometry of the lead tetraacetate oxidation is not straightforward, but the main product is the corresponding /erZ-alcohoP and one mole of /er/-butyl hydroperoxide consumes just over two moles of oxidant . The kinetics with this substrate are " ... 

Cobaltic acetate oxidises /er/-butyl hydroperoxide to a mixture of /err-butanol, di- er/-butyl peroxide and oxygen with essentially second-order kinetics . The reaction does not involve 0-0 fission, the mechanism suggested being... 

A. Oxygen Transfer from er -butyl Hydroperoxide to Sulfides... 

Bromo -1,1,1 -trichloropropane, 1126 Butylbenzene, 3323 /er/-Butyl hydroperoxide, 4477 iV-/er/-Butylphthalisoimidium tetralluoroborate, 3521 Butylsodium, 1667 Cadmium selenide, 3959... 

When /ran.v-2-methoxycyclohexyl phenyl tellurium was treated with 2 molar equivalents of sodium periodate in aqueous methanol, formylcyclopentane was isolated in 75% yield. /ram-2-Methoxycycloheptyl phenyl tellurium and an excess of sodium periodate, hydrogen peroxide, or /er/.-butyl hydroperoxide in aqueous methanol produced mixtures of the dimethyl acetal of formylcyclohexane, cyclohexylformaldehyde, and methoxy-2-cyclo-heptene3. 

Similarly, benzylidene acetals can be oxidatively cleaved with /er/-butyl hydroperoxide in the presence of catalytic amounts of copper(II)124 or palla-dium(ll)l2iu26 to give a benzoate ester and a free hydroxyl group but the regioselectivity of the reaction is usually poor. Recent efforts to optimise the efficacy of Taxol derivatives for the treatment of solid tumours included an oxidative cleavage of a benzylidene acetal [Scheme 373].127... 

Catalytic dihydroxylations can sometimes suffer from appreciable overoxidation, and the various co-oxidants can often give quite different results. For example, when /er/-butyl hydroperoxide is used as stoichiometric co-oxidant important amounts of a-hydroxy ketones are obtained. Such products are expected to derive from oxobis(l,2-diolato)osmate(VI) 7 oxidation and do not involve diol overoxidation44. Similar results are observed using peracetic acid as stochiometric co-oxidant45. 

Treatment of acyclovir with er/-butyl hydroperoxide in aqueous sulfuric acid in the presence of iron(II) sulfate gives the 8-methylguanine derivative 6. ... 

For instance, er -butyl hydroperoxide at a concentration of 14 p.p.m. produces a deflection of 20 divisions on the recorder, or 1.4 divisions per 1 p.p.m. of peroxide. At volume concentrations equal to that of the ozone present, er -butyl peroxide thus introduces an error of slightly over 2%. 

Oxidation catalysis. The conversion and yields of the cyclohexene oxydation with hydrogen peroxyde or /er/butyl hydroperoxide were done in a closed batch reactor, using a 10 1 molar... 

The chiral La-BINOL-complex is able to catalyze epoxidation of enones using er -butyl hydroperoxide as the oxidant. The addition of triphenylphosphane oxide significantly enhanced the degree of asymmetric induction (up to 96% ee) (118). 

When primary aromatic amines are used instead of tertiary amines the products of reaction are either azoxy compounds [186] or nitro compounds [187]. In the presence of soluble complexes of titanium, aniline, o- and p-toluidine and m-nitro aniline are oxidized by er -butyl hydroperoxide or cumyl hydroperoxide to the corresponding azoxy compounds in 92-99% yields [182], equation (129). 

Such geometrical arrangements direct reactions of this type in a highly stereoselective manner [391, 394]. Thus, 2-hydroxypentene-3 gives erythro-2-hydroxy-3,4-epoxypentane exclusively and 2-cyclohexene-l-ol gives cis-1,2-epoxycyclohexane-3-ol when epoxidized by er -butyl hydroperoxide in the presence of vanadylacetylacetonate. 

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