Dibenzoyl peroxide oxidant

Dibenzoyl peroxide oxidizes morpholine, piperidine and other simple secondary amines in good yield to the corresponding benzoyloxyamines these compounds can then be hydrolyzed in basic conditions to the free hydroxylamines. An analogous reaction t es place between secondary amines and bis(diphe-nylphosphinyl) peroxide for example, diethylamine is converted into the hydroxylamine derivative Et2NOFOPh2 (97%) by this reagent. The products are easily hydrolyzed to the free hydroxylamines, and they can also be used as aminating agents. 

Acids, aluminum, dibenzoyl peroxide, oxidizers, plastics... 

Dibenzoyl peroxide oxidizes tertiary amines to secondary amines and aldehydes (equation ) . The effect of substituents has been... 

Formation of an fV,fV -linked bipyrazole was observed during the oxidation of 5-amino-3-aniIino-4-ethoxycarbonyIpyrazoIe by means of dibenzoyl peroxide (82ZC56). 

The oxidation of norhomadiene by i-butyl perbenzoate and Cu(I) leads to 1-t-butoxynorbomadiene. Similarly, oxidation with dibenzoyl peroxide and CuBr leads to 7-benzyloxynorbomadiene. In both cases, when a 2-monodeuterated sample of norbomadiene is used, the deuterium is found distributed at all seven carbons in the product. Provide a mechanism which could account for this result. In what w s does this mechanism differ from the general mechanism discussed on pp. 724-725 ... 

The phenylation of quinoline with dibenzoyl peroxide was studied by Pausacker, who obtained all seven monophenylated quinolines in relative amounts shown in (4).- He also examined the phenylation of pyridine-iV-oxide with diazoaminobenzene and obtained the results shown in (5). ... 

Pyridlne-A -oxide may be formed in a manner analogous to the reaction of dibenzoyl peroxide with tertiary phosphines, i.e., Eq, (18)... 

Pyridine has been phenylated with the following free-radical sources benzenediazonium chloride with aluminum trichloride the Gomberg reaction " phenylhydrazine and metal oxides A -nitroso-acetanilide dibenzoyl peroxide phenylazotriphenylmethane di-phenyliodonium hydroxide and electrolysis of benzoic acid. ° Although 2-phenylpyridine usually accounts for over 50% of the total phenylated product, each of the three phenyl derivatives can be obtained from the reaction by fractional recrystallization of the... 

Basically, three reactions were evoked to support the occurrence of 5a-C-centered radicals 10 in tocopherol chemistry. The first one is the formation of 5a-substituted derivatives (8) in the reaction of a-tocopherol (1) with radicals and radical initiators. The most prominent example here is the reaction of 1 with dibenzoyl peroxide leading to 5a-a-tocopheryl benzoate (11) in fair yields,12 so that a typical radical recombination mechanism was postulated (Fig. 6.6). Similarly, low yields of 5a-alkoxy-a-tocopherols were obtained by oxidation of a-tocopherol with tert-butyl hydroperoxide or other peroxides in inert solvents containing various alcohols,23 24 although the involvement of 5 a-C-centered radicals in the formation mechanism was not evoked for explanation in these cases. 

See Dibenzoyl peroxide Lithium tetrahydroaluminate Hydrazine Oxidants REDOX REACTIONS ROCKET PROPELLANTS... 

From this perspective one realizes that most previous literature data were greatly impacted by the Knackmuss reinvestigation, the results of which are summarized in a review [73AG(E) 139]. The only correct structure of an azaquinone previously reported appears to be that of compound 4c, which could not undergo dimerization due to its substitution pattern. A more recent report claims that oxidation of 2-pyridone with dibenzoyl peroxide in chloroform gave 50% of 3-benzyloxy-2-pyridone 13 and 40% of azaquinone 1 (Scheme 3) [85IJC(B)972]. 

When acridane 1 is oxidized by dibenzoyl peroxide in propanol/ water in acid or neutral medium, there occurs chemiluminescence whose emission spectrum matches the fluorescence spectrum of acridinium cation (protonated acridine) 2. As radical scavengers have no influence... 

See Dibenzoyl peroxide Lithimn tetrahydroalmninate Hydrazine Oxidants... 

Hydroxylamine Sulfate Diethylene Glycol Beta-Propiolactone Nitrogen Tetroxide Ethylene Oxide Benzophenone Benzophenone Diethylene Glycol Oxygen, Liquefied Dibenzoyl Peroxide Catechol Cresols... 

Methylthiomethyl (MTM) ethers. These ethers (h, 109-lltY) ear he prepared by reaction of alcohols with dimethyl sulfide (8 equiv.) and dibenzoyl peroxide (4 equiv.) in CH3CN at 0° (75-90% yield). Excess dimethyl sulfide is required since some of the sulfide is oxidized to dimethyl sulfoxide. 

Many organic peroxides and hydroperoxides are known.30 Peroxo carboxylic acids (e.g., peroxoacetic acid, CH3CO OOH) can be obtained by the action of H202 on acid anhydrides. Peroxoacetic acid is made as 10 to 55% aqueous solutions containing some acetic acid by interaction of 50% H202 and acetic acid, with H2S04 as catalyst at 45 to 60°C the dilute acid is distilled under reduced pressure. It is also made by air oxidation of acetaldehyde. The peroxo acids are useful oxidants and sources of free radicals [e.g., by treatment with Fe2+(aq)]. Dibenzoyl peroxide, di-r-butyl peroxide, and cumyl hydroperoxide are moderately stable and widely used as polymerization initiators and for other purposes where free-radical initiation is required. 

Enolate hydroxy lotion. a-Hydroxylation of the ketone 1 is best effected by reaction of the enolate with dibenzoyl peroxide. In this case Vedejs oxidation fails, and m-chlo-... 

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