Butanethiol

Abstract: The electrochemistry of a hexadecanethiol monolayer deposited on a Au(111) single crystal electrode has been examined in electrolyte solutions of different pH values, and it has been found that a significant fraction of the hexadecanethiol monolayer can be electrochemically removed and redeposited repetitively from the Au(111) surface We suggest that this behavior is caused by the low solubility of the reduced molecules which prevents their diffusion into the bulk of the solution The solubility of the thiol is confirmed to be a most important factor in the oxidative redeposition process by identical experiments performed on butanethiol and nonanethiol layers which show a decrease in the oxidative redeposition with the increasing solubility of the thiol Preliminary work suggests that surface roughness may also play a part in influencing the extent of oxidative redeposition, with smoother surfaces giving more redeposition The reductive desorption/oxidative redeposition of hexadecanethiols in an aqueous

Abstract: We have conducted a study of electron-stimulated reactions in butanethiol, octanethiol, dodecanethiol, and hexadecanethiol monolayers adsorbed onto Au/mica substrates, using in situ infrared spectroscopy to quantify the processes; the electron dose dependence of the depletion of various C–H stretching modes has permitted the determination of the first dissociation cross sections for electron stimulated reactions in self-assembled organic monolayers. Electron-induced dehydrogenation of alkanethiol/Au/mica films in the 0–15 eV regime is shown to proceed principally via dissociative electron attachment, thus confirming previous work that directly measured H2 desorption yields during irradiation. The dissociation probabilities exhibit a well-resolved maximum at 10 eV, with a full-width at half-maximum of ∼4 eV. Unlike previous studies, our spectroscopic investigation shows that the dehydrogenation is not uniformly distributed throughout the organic film, but is strongly localized near the methyl terminations ...

Abstract: Butanethiol was used in ultraviolet-initiated thiol-ene reaction with canola and corn oils to produce sulfide-modified vegetable oils (SMVO). The crude SMVO product was successfully purified by solvent extraction, vacuum evaporation, and silica gel chromatography. The SMVO products were characterized by nuclear magnetic resonance and Fourier transform infrared spectroscopy. Further product characterization and analysis was conducted using GC and GC-MS on the fatty acid methyl esters obtained by the transesterification of the SMVO products. Investigation of the effect of reaction conditions showed that high yield and high conversion of double bonds into thiol were favored at low reaction temperatures and high butanethiol/vegetable oil ratios. Canola and corn oils gave similar double-bond conversions and yields of the desired SMVO product even though they have big differences in the relative numbers of single and multiple double bonds in their structures. Under best reaction conditions, up to 97% of double-bond conversion and 61% isolated yields of the purified SMVO products were attained.