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Hydrogen peroxide is a typical oxidant—for example, with dimethyl sulfide (S(CH 3) 2): [9] S(CH 3) 2 + H 2 O 2 → OS(CH 3) 2 + H 2 O OS(CH 3) 2 + H 2 O 2 → O 2 S(CH 3) 2 + H 2 O. In analogy to their easy alkylation, sulfides bind to metals to form thioether complexes. Consequently, Lewis acids do not decompose thioethers as they do ethers ...
Dimethyl sulfide is considered the most important thioether produced industrially. One major use is for the production of borane dimethyl sulfide from diborane: [19] B 2 H 6 + 2 (CH 3) 2 S → 2 BH 3 ·S(CH 3) 2. Oxidation of dimethyl sulfide gives the solvent dimethyl sulfoxide. Further oxidation affords dimethyl sulfone.
With respect to donor properties, dimethyl sulfide is a soft ligand with donor properties weaker than phosphine ligands. [3] Such complexes are generally prepared by treating the metal halide with the thioether. Chloro(dimethyl sulfide)gold(I) can however be prepared by redox reaction of elemental gold and DMSO in the presence of hydrochloric ...
The bond dissociation energies for dimethyl sulfide and dimethyl ether are respectively 73 and 77 kcal/mol (305 and 322 kJ/mol). Sulfides are typically prepared by alkylation of thiols. Alkylating agents include not only alkyl halides, but also epoxides, aziridines, and Michael acceptors. [6] They can also be prepared via the Pummerer ...
In organic chemistry, a sulfone is a organosulfur compound containing a sulfonyl (R−S(=O) 2 −R’) functional group attached to two carbon atoms. The central hexavalent sulfur atom is double-bonded to each of two oxygen atoms and has a single bond to each of two carbon atoms, usually in two separate hydrocarbon substituents .
Dimethyl ether (DME; also known as methoxymethane) is the organic compound with the formula CH 3 OCH 3, (sometimes ambiguously simplified to C 2 H 6 O as it is an isomer of ethanol). The simplest ether , it is a colorless gas that is a useful precursor to other organic compounds and an aerosol propellant that is currently being demonstrated for ...
The polymerization is carried out at 130–160 °C under inert conditions in a polar, aprotic solvent, e.g. dimethyl sulfoxide, forming a polyether concomitant with elimination of sodium chloride: Bis(4-fluorophenyl)sulfone can be used in place of bis(4-chlorophenyl)sulfone. The difluoride is more reactive than the dichloride but more expensive.
In organic chemistry, the Swern oxidation, named after Daniel Swern, is a chemical reaction whereby a primary or secondary alcohol (−OH) is oxidized to an aldehyde (−CH=O) or ketone (>C=O) using oxalyl chloride, dimethyl sulfoxide (DMSO) and an organic base, such as triethylamine.