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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.
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 ...
Thioether complexes feature pyramidal sulfur centers. Typical C-S-C angles are near 99° in both free thioethers and their complexes. The C-S distance in dimethylsulfide is 1.81 Å, which is also unaffected in its complexes. [5] The stereochemistry of thioether complexes have been extensively studied. [6]
The structure of a sulfone Dimethyl sulfone, an example of a sulfone. 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 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 ...
The general structure of an ether. R and R' represent most organyl substituents.. In organic chemistry, ethers are a class of compounds that contain an ether group—a single oxygen atom bonded to two separate carbon atoms, each part of an organyl group (e.g., alkyl or aryl).
In chemistry, a transition metal ether complex is a coordination complex consisting of a transition metal bonded to one or more ether ligand. The inventory of complexes is extensive. [2] Common ether ligands are diethyl ether and tetrahydrofuran. Common chelating ether ligands include the glymes, dimethoxyethane (dme) and diglyme, and the crown ...
The most common sulfoxide ligand is dimethyl sulfoxide (dmso). Many sulfoxides are known because an enormous range of organic substituents are possible. When the two substituents differ, the ligand is chiral. Chiral sulfoxides are configurationally stable. One example is methyl phenyl sulfoxide.