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Calcium carbide, functioning as a reducing agent, reacts with diphenylchlorophosphine to give tetraphenyldiphosphine under mild conditions. Oxidation of the tetraphenyldiphosphine with oxygen has been reported to give quantitative yields of the corresponding mono-or dioxide. If the oxidation is carried out in the presence of diphenylchlorophosphine, excellent yields of diphenylphosphinic anhydride are obtained. A mechanism is proposed to account for all products.In an earlier communication, we reported a novel synthesis of tetraphenyldiphosphine,1 (C6H6)2P-P-(C6H5)2, where diphenylchlorophosphine, (C6H5)2PC1, was found to undergo smooth reaction with calcium carbide forming tetraphenyldiphosphine, calcium chloride, and elemental carbon. The tetraphenyldiphosphine was identified by its infrared spectrum2-3 and melting point.To further substantiate the presence of the compound, two derivatives were prepared. Reaction with oxygen gave tetraphenyldiphosphine dioxide, (C6H5)2P-(0)P(0)(C6H6)2, while reaction with sulfur yielded tetraphenyldiphosphine disulfide, (C6H5)2P(S)P(S)-(C6H5)2. Both the dioxide and disulfide were identified by their infrared spectra,2 melting points,2 and mass

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The polymerization of benzyl chloride in the presence of various group II metal salts has been investigated. The extent of reaction and the relative activities of various salts were determined by measurement of the evolved HCl as a function of time. Formation, in situ, of an active catalyst is proposed.