Benzeneselenol
Benzeneselenol, also known as selenophenol, is the organoselenium compound with the chemical formula , often abbreviated PhSeH. It is the selenium analog of phenol. This colourless, malodorous compound is a reagent in organic synthesis. Synthesis Benzeneselenol is prepared by the reaction of phenylmagnesium bromide and selenium: :PhMgBr + Se → PhSeMgBr :PhSeMgBr + HCl → PhSeH + MgBrCl Since benzeneselenol does not have a long shelf life, it is often generated in situ. A common method is by reduction of diphenyldiselenide. A further reason for this conversion is that often, it is the anion that is sought. Reactions 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. In contrast, the S-H BDE for thiophenol is near 80 kcal/mol. The product is diphenyl diselenide as shown in this idealized equation: : The presen ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Diphenyldiselenide
Diphenyl diselenide is the chemical compound with the formula (C6H5)2Se2, abbreviated Ph2Se2. This yellow-coloured solid is the oxidized derivative of benzeneselenol. It is used as a source of the PhSe unit in organic synthesis. Preparation and properties Ph2Se2 is prepared by the oxidation of benzeneselenoate, the conjugate base of benzeneselenol which is generated via the Grignard reagent: : PhMgBr + Se → PhSeMgBr :2 PhSeMgBr + Br2 → Ph2Se2 + 2 MgBr2 The molecule has idealized C2-symmetry, like hydrogen peroxide and related molecules. The Se-Se bond length of 2.29 Å the C-Se-Se-C dihedral angle is 82° and the C-Se-Se angles are near 110°. Medical applications Diphenyl diselenide alleviates methylmercury poisoning in grass carp. Reactions A reaction characteristic of Ph2Se2 is its reduction: :Ph2Se2 + 2 Na → 2 PhSeNa PhSeNa is a useful nucleophile used to introduce the phenylselenyl group by nucleophilic substitution of alkyl halides, alkyl sulfonates ( mesyl ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Thiophenol
Thiophenol is an organosulfur compound with the formula C6H5SH, sometimes abbreviated as PhSH. This foul-smelling colorless liquid is the simplest aromatic thiol. The chemical structures of thiophenol and its derivatives are analogous to phenols, where the oxygen atom in the hydroxyl group (−OH) bonded to the aromatic ring in phenol is replaced by a sulfur atom. The prefix thio- implies a sulfur-containing compound and when used before a root word name for a compound which would normally contain an oxygen atom, in the case of 'thiol' that the alcohol oxygen atom is replaced by a sulfur atom. Thiophenols also describes a class of compounds formally derived from thiophenol itself. All have a sulfhydryl group (-SH) covalently bonded to an aromatic ring. The organosulfur ligand in the medicine thiomersal is a thiophenol. Synthesis There are several methods of synthesis for thiophenol and related compounds, although thiophenol itself is usually purchased for laboratory oper ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Diphenyl Diselenide
Diphenyl diselenide is the chemical compound with the formula (C6H5)2Se2, abbreviated Ph2Se2. This yellow-coloured solid is the oxidized derivative of benzeneselenol. It is used as a source of the PhSe unit in organic synthesis. Preparation and properties Ph2Se2 is prepared by the oxidation of benzeneselenoate, the conjugate base of benzeneselenol which is generated via the Grignard reagent: : PhMgBr + Se → PhSeMgBr :2 PhSeMgBr + Br2 → Ph2Se2 + 2 MgBr2 The molecule has idealized C2-symmetry, like hydrogen peroxide and related molecules. The Se-Se bond length of 2.29 Å the C-Se-Se-C dihedral angle is 82° and the C-Se-Se angles are near 110°. Medical applications Diphenyl diselenide alleviates methylmercury poisoning in grass carp. Reactions A reaction characteristic of Ph2Se2 is its reduction: :Ph2Se2 + 2 Na → 2 PhSeNa PhSeNa is a useful nucleophile used to introduce the phenylselenyl group by nucleophilic substitution of alkyl halides, alkyl sulfonates ( mesyl ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Organoselenium Compound
Organoselenium chemistry is the science exploring the properties and reactivity of organoselenium compounds, chemical compounds containing carbon-to-selenium chemical bonds. Selenium belongs with oxygen and sulfur to the group 16 elements or chalcogens, and similarities in chemistry are to be expected. Organoselenium compounds are found at trace levels in ambient waters, soils and sediments. Selenium can exist with oxidation state −2, +2, +4, +6. Se(II) is the dominant form in organoselenium chemistry. Down the group 16 column, the bond strength becomes increasingly weaker (234 kilojoule, kJ/mole (unit), mol for the bond and 272 kJ/mol for the bond) and the bond lengths longer ( 198 pm, 181 pm and 141 pm). Selenium compounds are more nucleophilic than the corresponding sulfur compounds and also more acidic. The pKa, p''K''a values of are 16 for oxygen, 7 for sulfur and 3.8 for selenium. In contrast to sulfoxides, the corresponding selenoxides are unstable in the presence of � ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Thiophenol
Thiophenol is an organosulfur compound with the formula C6H5SH, sometimes abbreviated as PhSH. This foul-smelling colorless liquid is the simplest aromatic thiol. The chemical structures of thiophenol and its derivatives are analogous to phenols, where the oxygen atom in the hydroxyl group (−OH) bonded to the aromatic ring in phenol is replaced by a sulfur atom. The prefix thio- implies a sulfur-containing compound and when used before a root word name for a compound which would normally contain an oxygen atom, in the case of 'thiol' that the alcohol oxygen atom is replaced by a sulfur atom. Thiophenols also describes a class of compounds formally derived from thiophenol itself. All have a sulfhydryl group (-SH) covalently bonded to an aromatic ring. The organosulfur ligand in the medicine thiomersal is a thiophenol. Synthesis There are several methods of synthesis for thiophenol and related compounds, although thiophenol itself is usually purchased for laboratory oper ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Phenyl Compounds
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula , and is often represented by the symbol Ph (archaically φ) or Ø. The phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen atom, which may be replaced by some other element or compound to serve as a functional group. A phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining carbon bonded to a substituent. Phenyl groups are commonplace in organic chemistry. Although often depicted with alternating double and single bonds, the phenyl group is chemically aromatic and has equal bond lengths between carbon atoms in the ring. Nomenclature Usually, a "phenyl group" is synonymous with and is represented by the symbol Ph (archaically, Φ), or Ø. Benzene is sometimes denoted as PhH. Phenyl groups are generally attached to other atoms or groups. Fo ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Annales De Chimie Et De Physique
__NOTOC__ ''Annales de chimie et de physique'' (, ) is a scientific journal founded in Paris, France, in 1789 under the title ''Annales de chimie''. One of the early editors was the French chemist Antoine Lavoisier. Lavoisier, an aristocrat, was guillotined in May 1794, ostensibly for tax fraud: and the journal was not published from 1794 to 1796 while the Reign of Terror was at its height under the French Directory. In 1815, it became the ''Annales de chimie et de physique'', and was published under that name for the next 100 years. In 1914, it split into two successor journals. The first one, '' Annales de physique'', was latterly published by EDP Sciences under the same name up to 2009, when it became integrated in the '' European Physical Journal'' series as the '' European Physical Journal H – Historical Perspectives on Contemporary Physics''. The second successor, ''Annales de chimie'', later became '' Annales de chimie: Science des matériaux'' in 1978; from 1998 to 20 ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Bulletin De La Société Chimique De Paris
Bulletin or The Bulletin may refer to: Periodicals (newspapers, magazines, journals) * ''Bulletin'' (online newspaper), a Swedish online newspaper * ''The Bulletin'' (Australian periodical), an Australian magazine (1880–2008) ** Bulletin Debate, a famous dispute from 1892 to 1893 between Henry Lawson and Banjo Paterson * ''The Bulletin'' (alternative weekly), an alternative weekly published in Montgomery County, Texas, U.S. * ''The Bulletin'' (Bend), a daily newspaper in Bend, Oregon, U.S. * ''The Bulletin'' (Belgian magazine), a weekly English-language magazine published in Brussels, Belgium * ''The Bulletin'' (Philadelphia newspaper), a newspaper in Philadelphia, Pennsylvania, U.S. (2004–2009) * ''The Bulletin'' (Norwich) * ''London Bulletin'', surrealist monthly magazine (1938–1940) * ''The Morning Bulletin'', a daily newspaper published in Rockhampton, Queensland, Australia since 1861 * ''Philadelphia Bulletin'', a newspaper published in Philadelphia, U.S. (1847� ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Aluminium Trichloride
Aluminium chloride, also known as aluminium trichloride, is an inorganic compound with the formula . It forms a hexahydrate with the formula , containing six water molecules of hydration. Both the anhydrous form and the hexahydrate are colourless crystals, but samples are often contaminated with iron(III) chloride, giving them a yellow colour. The anhydrous form is commercially important. It has a low melting and boiling point. It is mainly produced and consumed in the production of aluminium, but large amounts are also used in other areas of the chemical industry. The compound is often cited as a Lewis acid. It is an inorganic compound that reversibly changes from a polymer to a monomer at mild temperature. Structure Anhydrous adopts three structures, depending on the temperature and the state (solid, liquid, gas). Solid has a sheet-like layered structure with cubic close-packed chloride ions. In this framework, the Al centres exhibit octahedral coordination geome ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Selenium Tetrachloride
Selenium tetrachloride is the inorganic compound composed with the formula SeCl4. This compound exists as yellow to white volatile solid. It is one of two commonly available selenium chlorides, the other example being selenium monochloride, Se2Cl2. SeCl4 is used in the synthesis of other selenium compounds. Synthesis and structure The compound is prepared by treating selenium with chlorine. When the reacting selenium is heated, the product sublimes from the reaction flask. The volatility of selenium tetrachloride can be exploited to purification of selenium. Solid SeCl4 is actually a tetrameric cubane-type cluster, for which the Se atom of an SeCl6 octahedron sits on four corners of the cube and the bridging Cl atoms sit on the other four corners. The bridging Se-Cl distances are longer than the terminal Se-Cl distances, but all Cl-Se-Cl angles are approximately 90°. SeCl4 has often been used as an example for teaching VSEPR rules of hypervalent molecules. As such, o ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |