Reactions of Phosphorodiamidous Acid Esters with α-Halocarbonyl Compounds

Reactions of ethyl and tert-butyl phosphorodiamidites with chloroacetone, bromoacetone, and -chloroethyl acetate were studied. The reaction pathway is determined by the structure of the intermediate quasiphosphonium compound responsible for the formation of the Arbuzov product as well as for the occurrence of the amonalous reaction yielding vinyl phosphate.     

Use of the Vaskovsky-Svetashev reagent for complex detection of phospholipids and in their preparative separation by the TLC method

It has been established that the Vaskovsky-Svetashev reagent has no influence on the general and positional composition of the fatty acids of phospholipids. For the qualitative identification of PLs on one plate it is possible to use successively iodine, ninhdrin, the Dragendorff reagent, the Vaskovsky-Svetashev reagent, 50% H₂SO₄, and the Malachite Green reagent.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 40–42, January–February, 1988.     

Synthesis of 4-(Dibromomethyl)benzaldehyde by Catalytic Debromophosphoryl- and Phosphonyloxylation of 1,4-Bis(dibromomethyl)benzene with Phosphorus(IV) Acid Methyl Esters and Its Properties

A new procedure has been developed for the simultaneous preparation of terephthalaldehyde and 4-(dibromomethyl)benzaldehyde by catalytic debromophosphoryl- and phosphonyloxylation of 1,4-bis- (dibromomethyl)benzene with P(IV) acid methyl esters. The reaction of 4-(dibromomethyl)benzaldehyde with ortho esters in the presence of sulfuric acid gave the corresponding acetals, whereas in the presence of ZnCl₂ terephthalaldehyde bis-acetals were formed. 4-(Dibromomethyl)benzaldehyde and its acetal were converted to methyl 4-(dibromomethyl)- and 4-(dimethoxymethyl)benzoates which were phosphorylated by the action of chlorophosphines, as well as by successive treatment with phosphorus(III) chloride and P(III) esters.