Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen
Rhone-Poulenc Polska Ltd., ul. Grzybowska 80/82, 00-844 Warszawa, Poland Garbo- and heterocyclic nitroarenes react with anions of tert-butyl and cumyl hydroperoxides in the presence of strong bases to form substituted o- and p-nitrophenols. The reaction usually proceeds in high yields and is of practical value as a method of synthesis and manufacturing of nitrophenols. Orientation of the hydroxylation can be controlled to a substantial extent by selection of the proper conditions. Basic mechanistic features of this process were clarified.
Makosza, Mieczyslaw,Sienkiewicz, Krzysztof
p. 4199 - 4208
(2007/10/03)
Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen
tert-Butyl and cumyl hydroperoxides in strongly basic media react with a variety of nitroarenes to produce o- and/or p-nitrophenols.The reaction proceeds via an addition-base-induced β-elimination pathway analogous to that of vicarious nucleophilic substitution.
Makosza, Mieczyslaw,Sienkiewicz, Krzysztof
p. 4979 - 4981
(2007/10/02)
Water-soluble trisazo 8-amino-naphthol-1 dyes
Very effective direct dyeing of cotton and other hydroxyl- or nitrogen-containing fibers is effected with water-soluble triasazo dyes having the formula: where A is a radical of a diazoconstituent and A3 is a radical of a coupling constituent STR1 and A1 or A2 or both can have their azo linkages reversed. These dyes are very fast particularly to washing and to perspiration, and are so effective with cotton that dye baths for such use are rapidly exhausted and the disposal of used bath is less of a problem.
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(2008/06/13)
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