Family of Conglomerate-Forming Systems Composed of Chlocyphos and Alkyl-amine. Assessment of Their Resolution Performances by Using Various Modes of Preferential Crystallization

The present study aimed at screening conglomerate derivatives of racemic chlocyphos (4-(2-chlorophenyl)-5,5-dimethyl-2-hydroxy-1,3,2-dioxaphosphorinane 2-oxide) and to perform enantiomeric separation by preferential crystallization. A list of more than 20 chlocyphos salt derivatives were characterized by various techniques (SHG, DSC, and X-ray powder diffraction). A family of salts formed with various alkyl amines crystallizing as conglomerates is evidenced. The first attempts to resolve these conglomerates by preferential crystallization at small scale were successful. The mitigated performances of these entrainments are discussed.