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The (4-amino-2,6-dichlorophenyl)-bis(2,4,6-trichlorophenyl)methyl amino radical was prepared from a solution of ammonia gas and tris(2,4,6-trichlorophenyl)carbenium hexachloroantimoniate in CH2Cl2. Electron spin resonance revealed a small spin-orbit coupling. Electrochemical measurements indicated the compound undergoes condensation reactions without impairing its radical character.

A study was conducted on the chlorocarbon perchloro-2-methylnaphthalene. The chlorocarbon was prepared through the treatment of 2H-heptachloronaphthalene with CCl3F in the presence of AlCl3, yielding heptachloro-7-(trifluoromethyl)-naphthalene, which in CS2 and with an excess of AlCl3 yields the target chlorocarbon. Elemental analysis, 13C nuclear magnetic resonance and infrared spectra were used to characterize the chlorocarbon, while the electronic spectrum and x-ray analysis were used to observe its molecular structure.

3,4,5-trichloro-2-6-bis(bis(pentachlorophenyl)methyl)pyridine reacts with the basic reagent BCR to produce a red solution that yields the perchloro-2,6-bis-(diphenylmethyl)pyridine-alpha,alpha'-ylene biradical and monoradical impurities on oxidation. A ferromagnetic coupling unit, the trichloro-m-pyridylene spacer, connects two trivalent carbon atoms of the biradical. Magnetic susceptibility measurements show the triplet nature of the ground state of the biradical. Cyclic voltammogram reveals reversible and irreversible peaks due to the formation of anion and dianion, respectively.

The chlorination of 1- and 2-methylnaphthalenes with Silberrad's reagent (SO2Cl, S2Cl2 and AlCl3) providesa host of polychlorinated naphthalenes and indanes. Of these, 7- and 8-(chloromethyl)heptachloronaphthalenes are used to alkylate pentachlorobenzenevia an AlCl3-catalyzed Friedel-Crafts reaction. The product, 2-(pentachlorobenzyl)heptachloronaphthalene, yields diphenyl methane and 1H-heptachloronaphthalene when heated with pentachlorobenzene and AlCl3. The original target, 2H-heptachloronaphthalene, is obtained instead via a differentroute using 7-(chloromethyl)heptachloronaphthalene.

The condensation reactions between (4-amino-2,6-dichlorophenyl)bis(2,4,6-tricholorophenyl) methyl radical and acetylacetone or 1,4-bis(5-methyl-2-thienyl)1,4-butanedione yield [2,6-dichloro-4-[2,5-bis(5-methyl-2-thienyl)-1-pyrrolyl]phenyl]bis(2,4,6-trichlorophenyl)methyl radical is investigated. An example of violation of the topology rule concerning disjoint rho-phenylene-bridged homospin diradicals in which the triplet is the ground state is reported.