10496-16-9Relevant articles and documents
A very simple method for the preparation of symmetrical disulfides
Leino, Reko,L?nnqvist, Jan-Erik
, p. 8489 - 8491 (2004)
Addition of sulfuryl chloride to an alkyl- or arylthiol in a 1:2 ratio under solvent free conditions or in CH2Cl2 solution produces the corresponding disulfides in nearly quantitative yields. A serendipitiously discovered, extremely simple, fast and previously unreported method for the preparation of symmetrical aliphatic, aromatic and heteroaromatic disulfides is reported. Addition of sulfuryl chloride to an alkyl- or arylthiol in a 1:2 ratio under solvent free conditions or in dichloromethane solution produces the corresponding disulfides in nearly quantitative yields with the concomitant elimination of gaseous SO2 and 2 equiv of HCl. Thus, optimally the reaction needs no work-up at all leaving the disulfide as the sole product in excellent yield. In dichloromethane solution, the reaction is conveniently carried out in a rotary evaporator by mixing the solvent, thiol and SO2Cl2 in a round-bottomed flask followed by evaporation of the volatiles.
Iron(III)-Ethylenediaminetetraacetic Acid Mediated Oxidation of Thiols to Disulfides with Molecular Oxygen
Rao, Tumula Venkateshwar,Sain, Bir,Murthy, Pappu S.,Prasada Rao, Turaga S. R.,Jain, Ajay K.,Joshi, Girish C.
, p. 300 - 301 (1997)
FeIIIEDTA in aqueous methanol offers a simple environmentally acceptable synthetic tool for oxidizing thiols to the corresponding disulfides by molecular oxygen in excellent yields, under mild conditions and devoid of side reactions.
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Jones,D.N. et al.
, p. 2235 - 2238 (1975)
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Preparation and characterization of long-chain di-n-alkyl disulfides
Steinfatt, Ingeborg,Hoffmann, Gerhard G.,Brouwer, Ludwig,Menzel, Frank,Brockner, Wolfgang
, p. 31 - 55 (1998)
The preparation of long-chain symmetric di-n-alkyl disulfides based on the reaction of BUNTE SALTS (RS2O3Na) with iodine is reported. 1H-NMR, FT-IR, and FT-RAMAN spectra of the solid and liquid/molten aliphatic title disulfides were recorded. An assignment of the vibrational frequencies is proposed especially in regard to the S-S and C-S vibrations. Distinct spectral differences are determined between the solid and liquid state, as well as between disulfides with even and those with odd numbered alkyl substituents, respectively. The observed phenomena are ascribed to different species in the solids and liquids/melts and their respective VAN DER WAALS interactions. In addition, mass spectra, GC-MS studies, as well as the thermal behaviour of the disulfides, based on investigations by DSC and TGA, are reported.
Substituted o-Aminophenols as Redox-Mediators in the Thiol Oxidation to Unsymmetrical Disulfides
Berberova, Nadezhda T.,Burmistrova, Daria A.,Galustyan, Andrey,Smolyaninov, Ivan V.
, (2021/06/17)
A number of substituted o-aminophenols has been investigated as redox mediators of the thiol oxidation to disulfides. The electrooxidation of o-aminophenols leads to the corresponding o-iminobenzoquinones. These compounds react with thiols in the solution with a formation of disulfides. It was established that the use of 4,6-di-tert-butyl-2-(tert-butylamino)phenol as a redox mediator can reduce the overpotential of the thiol oxidation by 0.2-1.4 V depending on the nature of the coupling thiols. The unsymmetrical disulfides with alkyl, aryl, and heteroaryl substituents were obtained as the result of the indirect electrosynthesis.
An efficient one-pot method for the direct synthesis of organic disulfides from aryl/alkyl halides in the presence of CuCl using morpholin-4-ium morpholine-4-carbo-dithioate
Soleiman-Beigi, Mohammad,Arzehgar, Zeinab
, p. 395 - 402 (2015/06/22)
A novel and expedient route is described for the one-pot synthesis of symmetric diaryl (dialkyl) disulfides derivatives via morpholin-4-ium morpholine-4-carbo-dithioate and aryl (alkyl) halides reactions in the presence of CuCl in an aqueous solvent system. Morpholin-4-ium morpholine-4-carbo-dithioate used as new solid, stable and easy handle sulfur Sourcage.