2467-13-2Relevant articles and documents
Synthesis and antioxidant characteristics of borate esters used in lubricating oil
Shekarriz,Ghanbari,Taghipoor,Khalili,Hajialiakbari,Adibi,Soleymani
experimental part, p. 3646 - 3652 (2010/11/04)
In the present studies, the preparation of esters of boric acid with hindered phenols is reported, wherein the alkyl groups are branched on the α-carbon atoms. The products were evaluated in terms of their oxidative stability. In most cases, improvements in oxidative stability in ahydrocarbon media (cumene) were observed.
Aliphatic thioethers by s-alkylation of thiols via trialkyl borates
Gunes, Deniz,Sirkecioglu, Okan,Bicak, Niyazi
body text, p. 1685 - 1690 (2010/09/17)
A simple and convenient one-pot procedure is described for the synthesis of thioethers via boron esters. This procedure involves in-situ generation of alkyl sulfates by reaction of trialkyl borates with concentrated sulfuric acid and subsequent reaction with thiols in the presence of pyridine. The reactions with boron esters of primary or secondary alcohols proceed cleanly at 100C and afford aliphatic thioethers in reasonable yields (59-93%) within 24 h. Interestingly, the 1H NMR spectra of the products showed no sign of positional isomerisms. The method fails however with thiophenol and does not yield aromatic thioethers, due to electrophilic substitution at the phenyl ring. Copyright Taylor & Francis Group, LLC.