14703-71-0Relevant articles and documents
RADICAL-ANIONS OF AROMATIC COMPOUNDS. XV. ELECTRONIC STRUCTURE OF THE RADICAL-ANIONS AND THE DIRECTION OF PARTIAL REDUCTION OF POLYNITROPHENOLS AND N,N-DIALKYLANILINES. THE EFFECT OF pH ON THE REGIOSELECTIVITY
Bilkis, I. I.,Goidin, V. V.,Uskov, S. I.,Shteingarts, V. D.
, p. 21 - 31 (2007/10/02)
The radical products formed during the reduction of 2,3-, 2,5-, 3,4-, and 2,4-dinitrophenols in DMFA and aqueous solutions at various pH values were studied by the ESR method.The radical-anions of the phenols and corresponding phenolates exist in two forms, which differ in the position of the negatively charged nitro group in relation to the substituent (OH or O-).The direction of partial reduction of the dinitrophenols by the complex of titanium trichloride with Trilon B was investigated, and at was shown that it can be varied by variation of the pH of the medium.The effect of the pH on the relative content of the reaction products (isomeric aminonitrophenols) correlates with the effect of this factor on the ratio of the two forms of the radical-anions of the initial phenols.It was shown for the case 2,4,6-trinitro-N,N-dimethylaniline that it is possible to change the direction of partial reduction of N,N-dialkylpolynitroanilines by varying the pH.