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Diphenyl diselenide is the chemical compound with the formula (C 6 H 5) 2 Se 2, abbreviated Ph 2 Se 2. This yellow-coloured solid is the oxidized derivative of benzeneselenol . It is used as a source of the PhSe unit in organic synthesis .
Diphenyl diselenide and several benzylic selenides have been explored by Kwon et al. as photoiniferters in polymerization of styrene and methyl methacrylate. Their mechanism of control over polymerization is proposed to be similar to the dithiuram disulfide iniferters.
Diselenide may refer to: Diselane, H-Se-Se-H; Carbon diselenide, CSe 2, a yellow-orange oily liquid with pungent odor; Any organic chemical compound with a selenium-selenium bond, R-Se-Se-R (see Organoselenium chemistry) Diphenyl diselenide, (C 6 H 5)–Se–Se–(C 6 H 5) selenocystine; Metal dichalcogenides. Manganese diselenide (MnSe 2 ...
Electrophilic selanylating reagents can be used in conjunction with enols, enolates, or enol ethers. Phenylselanating reagents include: Diphenyl diselenide; Benzeneselanyl chloride; Benzeneselanyl bromide; Benzeneselinyl chloride; Sodium benzeneselenolate; Trimethylsilyl phenyl selenide; The most common oxidizing agent employed is hydrogen ...
More so than thiophenol, benzeneselenol is easily oxidized by air. The facility of this reaction reflects the weakness of the Se-H bond, bond dissociation energy of which is estimated to be between 67 and 74 kcal/mol. [1] In contrast, the S-H BDE for thiophenol is near 80 kcal/mol. [3] The product is diphenyl diselenide as shown in this idealized equation:
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Hydrogen peroxide can also be used as the oxidant. [2] Ph 2 S 2 is rarely prepared in the laboratory because it is inexpensive, and the precursor has a disagreeable odour. Like most organic disulfides, the C–S–S–C core of Ph 2 S 2 is non-planar with a dihedral angle approaching 85°. [3] Ball-and-stick model of diphenyl disulfide.