Dobinson, Frank; Bailey, Philip published an article in 1960, the title of the article was Effect of solvents on the initial ozone attack on polycyclic aromatic compounds.Related Products of 41819-13-0 And the article contains the following content:
cf. CA 51, 11305c. Ozonization of 9,10-dibromoanthracene (I) in MeOH-CH2Cl2 followed by an oxidative work-up with H2O2 yielded 79-80% anthraquinone (II), with absorption of 2 mole equivalents of O3 and release of some mol. Br. Ozonolysis of I in CH2Cl2 followed by the same procedure gave only 18-22% I and 75-82% 3,6-dibromobenzene-1,2,4,5-tetracarboxylic acid, m. above 300° (CA 16, 3642), converted by catalytic dehalogenation to authentic pyromellitic acid. The major attack on CH2Cl2 appeared to involve essentially a 4-center ozone attack, producing a 5-membered ring intermediate. After the primary attack at the 1,2-bond the reaction continued at the 3,4-,5,6-, and 7,8-bonds. The presence of the 9,10-dibromo groups inhibited a 4-center attack on the middle ring. In the presence of MeOH the ozone mol. was polarized by the solvent and made an ionic attack at the reactive 9-position leading to formation of an intermediate sigma complex, finally giving I. The competition between ionic and 4-center attack of ozone appeared to be quite general and had potential utility in organic synthesis. The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Related Products of 41819-13-0
3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Related Products of 41819-13-0
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary