112-51-6Relevant academic research and scientific papers
Synthesis and characterization of task-specific ionic liquids based on peroxydisulfate and their application in oxidation reactions
Shi, Shenyi,Kong, Aiguo,Zhao, Xinhua,Zhang, Qiying,Shan, Yongkui
, p. 2283 - 2289 (2010)
Four new task-specific ionic liquids based on the peroxydisulfate ion were synthesized by the ion exchange method and characterized by FTIR and 1H NMR spectroscopy and elemental analysis. The physicochemical characteristics of these ionic liquids such as density, thermal, stability, conductivity, viscosity, and solubility in common solvents have been investigated in detail. The experimental results testify that the ionic liquids prepared show excellent performance as both oxidant and medium in given oxidation reactions of alcohols and thiols under mild reaction conditions.
Oxidation of organic compounds by potassium permanganate supported on montmorillonite K10
Shaabani, Ahmad,Bazgir, Ayoob,Lee, Donald G.
, p. 3595 - 3607 (2004)
The oxidation of organic compounds by potassium permanganate supported on Montmorillonite K10 has been studied under solvent-free conditions and the results compared with those from corresponding reactions where the reductants are dissolved in methylene chloride. Under both sets of conditions, primary benzylic and secondary alcohols are converted to aldehydes and ketones respectively, sulfides are oxidized to sulfones, and thiols undergo oxidative coupling to give disulfides. Surprisingly, reaction times under solvent-free conditions are shorter than those observed when the reductants are dissolved in a solvent.
Potassium permanganate oxidation of organic compounds
Shaabani, Ahmad,Tavasoli-Rad, Farahnaz,Lee, Donald G.
, p. 571 - 580 (2005)
It has been discovered that potassium permanganate is an effective heterogeneous oxidant, even without resorting to the use of a solid support, if acetonitrile is employed as the solvent. Primary benzylic and secondary alcohols are converted to the corresponding aldehydes and ketones, alkyl arenes are oxidized to the corresponding α-ketones in good yields using this procedure, and both alkyl and aryl sulfides are smoothly converted to the corresponding sulfones, also in excellent yields. When methylene chloride is used as the solvent, instead of acetonitile, the yields of aldehydes, ketones, α-ketones, and sulfones are reduced. However, the oxidation of thiols to disulfides proceeds satisfactorily when methylene chloride is the solvent.
CHEMISTRY OF A MOLYBDENUM-PERSULFIDE COMPLEX: ALKYLATION AND OXIDATIVE COUPLING
Harpp, David N.,MacDonald, J. Gavin
, p. 703 - 706 (1984)
The reaction of alkyl halides, sulfinyl and sulfonyl chlorides with (NH4)2 has been found to afford sulfides and disulfides in good-excellent yield.The effect of solvent polarity and reaction time is discussed.
Heteroaromatic azo compounds as efficient and recyclable reagents for direct conversion of aliphatic alcohols into symmetrical disulfides
Iranpoor, Nasser,Firouzabadi, Habib,Khalili, Dariush
, p. 6913 - 6915 (2012)
4,4′-Azopyridine 1a and 5,5′-dimethyl-3,3′-azoisooxazole 1e are used for the efficient, direct, and selective conversion of aliphatic alcohols into their corresponding disulfides in high yields under Mitsunobu conditions in combination with PPh3/sub
Microwave assisted oxidative coupling of thiols to symmetrical disulfides with tripropylammonium fluorochromate(VI) (TPAFC)
Mohammadi, Mohammad Kazem,Ghammamy, Shahriare
, p. 139 - 144 (2012)
Tripropylammonium fluorochromate(VI) (TPAFC) is an efficient and novel reagent, which can be prepared easily and oxidizes thiols to the corresponding disulfides, quickly. The reactions are performed cleanly and are controlled to stop at the disulfide stage, without over-oxidation or side products. Coupling of thiols to their corresponding disulfides, was studied in solution at room temperature and under conditions using a minimal amount of solvent under microwave irradiation. The easy procedure, simple work-up, short reaction times, and excellent yields are other advantages of this reagent.
Tributylammonium halochromates/silica gel: Simple reagents for oxidative coupling of thiols to symmetrical disulfides
Mohammadi, Mohammad Kazem,Ghammamy, Shahriare,Zarrinabadi, Soroush,Farjam, Mohammad Hossein,Sabayan, Behrang
, p. 2199 - 2203 (2010)
New orange solid tributylammonium halochromates, (C4H 9)3N+CrO3X-, TBAXC (X=F, Cl) are easily synthesized by the reaction of tributylammonium fluoride and chloride with CrO3 in a 1:1 molar ratio in the presence of HF and HCl. Tributylammonium halochromates(VI) are versatile reagent for the effective and selective oxidation of organic substrates. Silica gel supported TBAFC and TBACC are versatile reagents for the effective and selective oxidation of organic substrates, in particular, thiols, under mild conditions. Considerable improvements are observed in the presence of the absorbent, making the work-up much more convenient. New orange solid tributylammonium halochromates, (C 4H9)3N+CrO3X -, TBAXC (X=F, Cl) are easily synthesized by the reaction of tributylammonium fluoride and chloride with CrO3 in a 1:1 molar ratio in the presence of HF and HCl. Tributylammonium halochromates(VI) are versatile reagent for the effective and selective oxidation of organic substrates. Copyright
Oxidative coupling of thiols to disulfides using a solid anhydrous potassium phosphate catalyst
Joshi, Ashutosh V.,Bhusare, Sudhakar,Baidossi, Mubeen,Qafisheh, Nida,Sasson, Yoel
, p. 3583 - 3585 (2005)
Thiols are oxidized to the corresponding disulfides with a mild base, anhydrous potassium phosphate, under ambient conditions in the presence of air.
Ethylenebis(N-methylimidazolium) chlorochromate (EBMICC): An efficient and selective reagent for the oxidation of thiols to disulfides
Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Khaledi, Hamid,Ghodrati, Keivan
, p. 871 - 873 (2007)
Ethylenebis(N-methylimidazolium) chlorochromate was prepared by addition of N-methylimidazole to 1,2-dibromoethane to form the corresponding dibromide salt and subsequent treatment of this salt with CrO3 in 6N HCl solution. It is a stable yellow-orange solid, which oxidized thiols to the corresponding disulfides at room temperature. Selective oxidation of thiols in the presence of sulfides and hydroxyl groups was also achieved with this reagent.
Homolytic and conjugate addition of thiols to 2,4-Dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane
Makaeva,Zorin,Musavirov,Brod'ko,Gvozdik,Musavirov
, p. 442 - 445 (2001)
Homolytic reaction of 1-propane-and 1-pentanethiols to 2,4-dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane, initiated by di-tert-butyl peroxide at 130°C, yields a mixture of isomeric sulfides (95%) as a result of addition at the α-and β-positions of the vinyl group. Conjugate addition of alkanethiols in the presence of the corresponding sodium thiolate at 100°C gives 10% of the same α-and β-regioisomeric sulfides at a ratio of 1:20.
