Peroxide reagent

Dipping solution Dissolve 3 g 1-naphthol in 150 ml methanol and add 1350 ml water. Dissolve 0.5 g potassium disulfite (potassium metabisulfite) in this solution, add 20 ml glacial acetic acid and dissolve 0.5 g iron(II) sulfate THiO followed by 2.2 g N -ethyl-N -(2-methanesulfonamidoethyl)-2-methyl-l,4-phenylenediamine (sesquisulfate, monohydrate) (color developer 3, Merck). Care should be taken at each step that the solution has clarified before adding further components. 

Storage The dipping solution may be used for ca. 1 week. Later it slowly 

Color developer 3 Potassium disulfite Iron(II) sulfate heptahydrate Methanol 

Under the influence of peroxides aromatic amines (color developer 3) react with phenols to yield quinone imines [1]. 

Aromatic amine + 1-Naphthol----------------- Quinone imine dyestuff. 

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More specifically, 2-aminophenol can be detected in solution using an iron(II) sulfate—hydrogen peroxide reagent (94). 3- Aminopheno1 has been analyzed colorimetrically by oxidation in base and subsequent extraction of a violet quinoneimide dye (95). A colorimetric method using... 

Ketones and carboxylic esters can be a hydroxylated by treatment of their enolate forms (prepared by adding the ketone or ester to LDA) with a molybdenum peroxide reagent (MoOs-pyridine-HMPA) in THF-hexane at -70°C. The enolate forms of amides and estersand the enamine derivatives of ketones can similarly be converted to their a hydroxy derivatives by reaction with molecular oxygen. The M0O5 method can also be applied to certain nitriles. Ketones have also been Qc hydroxylated by treating the corresponding silyl enol ethers with /n-chloroperoxy-... 

Peroxides 1-Naphthol + N -ethyl-N (2-methanesulfon-amidoethyl)-2-niethyl-1,4-phenylenediamine (peroxide reagent) A quinonimine dyestuff is produced on reaction with peroxides. [3]... 

Epoxidation of substituted spiro[cyclopentane-l,9 -fluorene]-2-enes 68 with a peroxidic reagent was studied [98], The spiro olefins react with m-chloroperbenzoic acid (mCPBA) in chloroform at 3 °C to give a mixture of the epoxides. In all cases (2-nitro (68b), 4-nitro (68c), 2-fluoro (68d) and 2-methoxyl (68e) groups), the iyn-epoxides, i.e., the syn addition of the peroxidic reagent with respect to the substituent, is favored. For example, for 6 nsyn anti = 63 31 for 68c syn anti = 65 35. Thus, a similar bias is observed in both the reduction of the carbonyl derivatives of 30 and the epoxidation of the derivatives of 68. 

A rapid and clean oxidation of sulphides to sulphoxides can also be carried out using the titanium(III) trichloride/hydrogen peroxide reagent. On a milimole scale, the oxidation takes place in a time shorter than 20 min upon addition of a solution of hydrogen peroxide to a solution of the sulphide and titanium(III) trichloride in methanol at room temperature. It was suggested that the formation of a sulphoxide in this reaction resulted from a direct coupling of the hydroxy radical with cation radical 20 formed at the sulphur atom of the sulphide (equation 6). 

Sheldon, R. Homogeneous and Heterogeneous Catalytic Oxidations with Peroxide Reagents. 164, 21-43 (1993). 

Nef prepared acetol in several ways, the more important of which depended upon the reaction between bromoacetone and potassium or sodium formate or acetate, and the subsequent hydrolysis of the ester by methyl alcohol.1 2 Acetol is also formed, together with pyruvic acid, by the direct oxidation of acetone by Baeyer and Villiger s acetone-peroxide reagent.3... 

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