Tetraethyl Ester Research Articles

Synthesis and properties of mono- and poly-methylene-diphosphonic acids and esters

A series of methylenediphosphonic acids, (HO) 2OP(CH 2) n PO(OH) 2, ( n = 1, 2, 3, 4, 5, 6 and 10) have been prepared by hydrolysis of the corresponding tetra-ethyl esters. The esters with n ⩾ 3 were obtained by either a Michaelis-Becker or an Arbuzov-Michaelis type reaction. For n = 1 or 2, a modified Michaelis-Becker reaction was utilized. The 31P nuclear magnetic resonance chemical shifts as well as the infra-red spectra show that as n increases the effect of the two end phosphorus atoms on one another decreases, and becomes very small for n > 3. The X-ray diffraction patterns of the diphosphonic acids are reported.

Reactions of phenylarsonous dichloride and of arsenochloridous and -dichloridous esters with triethyl phosphite and triethyl antimonite

1. It was shown that reaction between diethyl arsenochloridite and triethyl phosphite does not result in the formation of the tetraethyl ester of (dihydroxyarsino)phosphonic acid, which contains an As-P bond. The products isolated were triethyl phosphate and triethyl arsenite. 2. It was shown that in the reactions of triethyl antimonite with arseno-chloridous and -dichloridous esters and with phenylarsonous dichloride, simple exchange between alkoxy groups and chlorine occurs with formation of arsenious and phenylarsonous esters and the corresponding antimono-chloridous and -dichloridous esters.