Synthesis of Thiols Bearing Phosphonate Groups

Synthesis of biobased phosphorus-containing flame retardants for epoxy thermosets comparison of additive and reactive approaches

“…Thus prior to this reaction, the synthesis of a thiol bearing a phosphonate group was required. Boutevin et al has already reported [26] a two-steps synthesis under mild conditions of the diethyl(3-mercaptopropyl)phosphonate (SP) (Scheme 2). The SP structure presents only three CH 2 groups as spacer between the sulfur and phosphorus atoms, which may be suitable to limit the potential fuels for flame retardant applications.…”

New alkylated and perfluoroalkylated phosphonic acids: Synthesis, adhesive and water-repellent properties on aluminum substrates

“…This method which was efficient for unsaturated compounds with long hydrocarbon chains (R = C 8 H 17 , C 12 H 25 , C 18 H 37 [6]) was not suitable for compounds such as C 6 F 13 (CH 2 ) 2 -O-CH 2 -CH CH 2 [2].…”

“…Studies were focused on two main routes of synthesis: reactions involving phosphonation [6] or telomerization. In the first method, a trialkyl phosphite is reacted with an halogenated derivative according to the following Michaelis-Arbusov reaction [7]:…”

Synthesis, Structure, and Physicochemical Characteristics of Thiols

“…A stepwise transformation of the carboxyl into an amide group in the 2-mercaptonicotinic acid was described in [144]. A synthesys of thiol with a phosphonate group was based on thioglycolic acid and diethyl allylphosphonate [145]. In the process of this reaction alongside the addition of one molecule of the thioglycolic acid to the C=C bond of the allyl fragment its carboxy group obviously was reduced to an alcohol with subsequent esterification with the second molecule of the thioglycolic acid.…”