Dialkyl sulphoxides

Sulphoxides (except dialkyl sulphoxides) appear to be polarographically reducible to the sulphides in a two-electron change ... 

The synthesis of chiral dialkyl sulphoxides of high optical purity from dia-stereoisomeric alkanesulphinates has a serious limitation because the sulphinates are not... 

Relative differences between S 2p3/2 and O 1 s ionization potentials show a characteristic separation for oxygen-bound and sulphur-bound sulphoxides. It is clearly shown in Table 20 that sulphur-bound complexes have (O 1 s-S 2p3/2) relative shifts of 365.0 eV, while oxygen-bound complexes have relative shifts of 365.8 eV. Infrared and X-ray crystallographic results also show that most neutral platinum and palladium dialkyl sulphoxide complexes contain metal-sulphur rather than metal-oxygen bonds, while first-row transition metals favour oxygen-bonded sulphoxide. 

Although dichloroborane has been successfully used to reduce dialkyl sulphoxides, it was less useful for the reduction of diaryl sulphoxides and recent work26 has found that fully substituted bromoboranes can fill this gap. Three reagents were introduced, viz. bromodimethylborane, 9-bromo-9-borabicyclo[3.3.1]nonane (9-BBN-Br) and tribromo-borane, the reactions being shown in equation (5) ... 

Organic hydrotrioxides (formed by the low temperature ozonization of aldehydes, ethers and alcohols71,72), in 3-5 molar excess, have been used to convert dialkyl sulphoxides into the corresponding sulphones in good yield at — 78 to — 50 °C73. The yield of sulphone decreases with increasing temperature. 

Preston, J. S. du Preez, A. C. Solvent extraction of platinum-group metals from hydrochloric acid solutions by dialkyl sulphoxides. Solvent Extr. Ion Exch. 2002, 20, 359-374. 

Phenylphosphinic acid and dialkyl sulphoxides are alternatives for, respectively, the reducing agent (formic acid) and the alkylating agent (an aldehyde) used for the TV-alkylation of secondary aliphatic amines (the Eschweiler-Clarke procedure) (equation 55b)166. 

Since their discovery in 1866, it has been known that sulphoxides are reducible by zinc and acid to the conesponding sulphide [63], fhe equivalent electrochemical process cannot be characterised because sulphoxides also decrease the hydrogen overpotential [64], Dialkyl sulphoxides are not reduced in absence of protons and dimethyl sulphoxide is used as a solvent for electrochemical reduction. Phenyl methyl sulphoxide gives a single two-electron wave on polarography in both ethanol (E./, = -2.17 V vs. see) and dimethylformamide (E./, = -2.32 V vs. see), forming phenyl methyl sulphide [65],... 

Preston, J.S., du Preez, A.C. 1999. The influence of extractant structure on the solvent extraction of uranium(VI) and thorium(IV) from nitrate media by dialkyl sulphoxides. J. Chem. Technol. Biotechnol. 69 (1) 86-92. 

Toda, F., Mori, K., Matsuura, Y., and Akai, H. (1990) Solid State Kinetic Resolution of b-Ionone Epoxide and Dialkyl Sulphoxides in the Presence of Optically Active Host Compounds. The First Enantioselective Host-Guest Inclusion Complexation in the Solid State,... 

The reactions between PCI5 and alkenes or alkynes have already been discussed extensively in connection with the synthesis of a variety of phosphonic acid types (as their acid dichlorides). Successful applications have also used alkenyl alkyl sulphides (to give the dichlorides 381) to an enyne (to give the dichloride 382) and to RSC CCl (to give 383)584,585 variation of the Pummerer reaction consists in the interaction of PCI5 and a dialkyl sulphoxide, during which a trichlorophosphonium salt intermediate is decomposed with SO2 to yield a (2-alkylthioethenyl)phosphonic dichloride (Scheme 34). ... 

Alkali metal ions in dialkyl sulphoxide Solvation studies by ir 74... 

The t-butylsulphinyl radical has been identified in the photolysis product of di-t-butyl peroxide and t-butylsulphenic acid, in toluene or isopentane at -40 to -60 °C, and the powerful anti-oxidant action of dialkyl sulphoxides on the autoxidation of hydrocarbons has been ascribed to radicalscavenging properties of the sulphenic acid produced from the sulphoxide on thermolysis. "... 

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