Yoshii, Yoshihiro published the artcileFriedel-Crafts phenylsulfonylation of o-xylene, indan, and tetralin in nitrobenzene, Computed Properties of 61551-49-3, the publication is Nippon Kagaku Kaishi (1986), 1117-21, database is CAplus.
Friedel-Crafts reactions of o-xylene, indan, and tetralin with PhSO2Cl in the presence of AlCl3 in PhNO2 were studied in relation to temperature effects on isomer distribution under kinetic conditions. In indan, the isomer ratio (3 to 4) increased with temperature, while the ratio (3 to 4) decreased in o-xylene and in tetralin. Differences of activation energies and activation entropies in the 3- and 4-position for o-xylene, indan, and tetralin were -0.39 kcal/mol, -2.0 e.u./mol; 0.16, -0.2; and -0.31, -1.5. Isokinetic temperature were -81 and -62° for o-xylene and tetralin, resp. These results suggest that the 3-position of o-xylene or tetralin is more reactive than the 4-position, whereas the 4-position is more reactive in indan. The reaction proceeded with a concerted mechanism in which strong acid-catalytic effect by AlCl3 and base-catalyzed deprotonation by solvent and/or AlCl4– on the 3-position were observed in o-xylene and tetralin.
Nippon Kagaku Kaishi published new progress about 61551-49-3. 61551-49-3 belongs to chlorides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 5,6,7,8-Tetrahydronaphthalene-2-sulfonyl chloride, and the molecular formula is C25H23NO4, Computed Properties of 61551-49-3.
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