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Organoantimony
Organoantimony chemistry is the chemistry of compounds containing a carbon to antimony (Sb) chemical bond. Relevant oxidation states are Sb(V) and Sb(III). The toxicity of antimony limits practical application in organic chemistry. Organoantimony(V) chemistry Antimony compounds of the type R5Sb (stiboranes) can be synthesised from trivalent Sb precursors: :Ph3Sb + Cl2 → Ph3SbCl2 :Ph3SbCl2 + 2 PhLi → Ph5Sb Asymmetric compounds can also be obtained through the stibonium ion: :R5Sb + X2 → 4Sbsup>+ : 4Sbsup>+ + R'MgX → R4R'Sb Just as in the related organobismuth compounds (same group 15), organoantimony(V) compounds form onium compounds and ate complexes. Pentaphenylantimony decomposes at 200 °C to triphenylstibine and biphenyl. It forms a trigonal bipyramidal molecular geometry. In the related Me5Sb all methyl protons are equivalent at -100 °C in proton NMR. Compounds of the type R4SbX tend to form dimers. Organoantimony(III) chemistry Comp ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lewis Acidic Antimony Compounds
Among pnictogen group Lewis acids and bases, Lewis acidic compounds, unusual lewis acidity of Lewis acidic antimony compounds have long been exploited as both stable conjugate acids of non-coordinating anions ( and ), and strong Lewis acid counterparts of well-known superacids (magic acids, fluoroantimonic acid). Also, Lewis-acidic antimony compounds have recently been investigated to extend the chemistry of boron because of the Isolobal principle, isolobal analogy between the vacant p orbital of borane and σ*(Sb–X) orbitals of stiborane, and the similar Electronegativity, electronegativities of antimony (2.05) and boron (2.04). Origin of acidity σ*(Sb–X), where X describes substituents on antimony, contributes to the Lewis acidity of antimony compounds in two ways: donor–acceptor orbital interaction and electrostatic interaction. These two contributions to the Lewis acidity have been evaluated. Both contributions are studied by calculations, and the acidities of theses co ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Antimony
Antimony is a chemical element with the symbol Sb (from la, stibium) and atomic number 51. A lustrous gray metalloid, it is found in nature mainly as the sulfide mineral stibnite (Sb2S3). Antimony compounds have been known since ancient times and were powdered for use as medicine and cosmetics, often known by the Arabic name kohl. The earliest known description of the metal in the West was written in 1540 by Vannoccio Biringuccio. China is the largest producer of antimony and its compounds, with most production coming from the Xikuangshan Mine in Hunan. The industrial methods for refining antimony from stibnite are roasting followed by reduction with carbon, or direct reduction of stibnite with iron. The largest applications for metallic antimony are in alloys with lead and tin, which have improved properties for solders, bullets, and plain bearings. It improves the rigidity of lead-alloy plates in lead–acid batteries. Antimony trioxide is a prominent additive ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pentamethylantimony
Pentamethylantimony or pentamethylstiborane is an organometalllic compound containing five methyl groups bound to an antimony atom with formula Sb(CH3)5. It is an example of a hypervalent compound. The molecular shape is trigonal bipyramid. Some other antimony(V) organometallic compounds include pentapropynylantimony (Sb(CCCH3)5) and pentaphenyl antimony (Sb(C6H5)5). Other known pentamethyl-pnictides include pentamethylbismuth and pentamethylarsenic. Production Pentamethylantimony can be made by reacting Sb(CH3)3Br2 with two equivalents of methyl lithium. Another production route is to convert trimethylstibine to the trimethyl antimony dichloride, and then replace the chlorine with methyl groups with methyl lithium. :Sb(CH3)3 + Cl2 → Sb(CH3)3Cl2 :Sb(CH3)3Cl2 + 2LiCH3 → Sb(CH3)5 + 2LiCl Properties Pentamethylantimony is colourless. At -143 °C it crystallizes in the orthorhombic system with space group ''Ccmm''. Unit cell dimensions are a=6.630 Å b=11.004 � ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triphenylstibine
Triphenylstibine is the chemical compound with the formula Sb(C6H5)3. Abbreviated SbPh3, this colourless solid is often considered the prototypical organoantimony compound. It is used as a ligand in coordination chemistry and as a reagent in organic synthesis. Like the related molecules triphenylphosphine and triphenylarsine, SbPh3 is pyramidal with a propeller-like arrangement of the phenyl groups. The Sb-C distances average 2.14-2.17 Å and the C-Sb-C angle are 95°. SbPh3 was first reported in 1886, being prepared from antimony trichloride by the reaction: :6 Na + 3 C6H5Cl + SbCl3 → (C6H5)3Sb + 6 NaCl An alternative method treats phenylmagnesium bromide Phenylmagnesium bromide, with the simplified formula , is a magnesium-containing organometallic compound. It is commercially available as a solution in diethyl ether or tetrahydrofuran (THF). Phenylmagnesium bromide is a Grignard reagent. It i ... with SbCl3. References {{reflist Organoantimony compounds Pheny ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pentaphenylantimony
Pentaphenylantimony is an organoantimony compound containing five phenyl groups attached to one antimony atom. It has formula Sb(C6H5)5 (or SbPh5). Properties The solid is colourless and melts at 169-170°C. As a solid the pure form crystallises with a roughly square pyramidal shape. It can also form solvate complexes with cyclohexane or tetrahydrofuran—but not with diethyl ether—which form crystals with a trigonal bipyramid shape. When dissolved, molecules are also trigonal bipyramidal. However with nuclear magnetic resonance, in solution, the phenyl groups all appear to be equivalent. This is probably because the molecule is not stable in shape and orientation of phenyl changes rapidly. Solid pure pentaphenylantimony forms triclinic crystals in the ''P'' space group. The unit cell has a=10.286 b=10.600 and c=13.594 Å, α=79.20° β=70.43° γ=119.52°. The basal Sb-C bond length is 2.216 Å whereas the apex Sb-C length is 2.115 Å. Reactions Pentaphenylant ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Stibole
Stibole is a theoretical heterocyclic organic compound, a five-membered ring with the formula C4 H4 SbH. It is classified as a metallole. It can be viewed as a structural analog of pyrrole, with antimony replacing the nitrogen atom of pyrrole. Substituted derivatives, which have been synthesized, are called stiboles. Reactions 2,5-Dimethyl-1-phenyl-1''H''-stibole, for example, can be formed by the reaction of 1,1-dibutyl-2,5-dimethylstannole and dichlorophenylstibine. Stiboles can be used to form ferrocene-like sandwich compound In organometallic chemistry, a sandwich compound is a chemical compound featuring a metal bound by haptic, covalent bonds to two arene (ring) ligands. The arenes have the formula , substituted derivatives (for example ) and heterocyclic de ...s. See also * Organoantimony chemistry References Antimony heterocycles Metalloles Hypothetical chemical compounds {{theoretical-chem-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Metallocene
A metallocene is a compound typically consisting of two cyclopentadienyl anions (, abbreviated Cp) bound to a metal center (M) in the oxidation state II, with the resulting general formula Closely related to the metallocenes are the metallocene derivatives, e.g. titanocene dichloride, vanadocene dichloride. Certain metallocenes and their derivatives exhibit catalytic properties, although metallocenes are rarely used industrially. Cationic group 4 metallocene derivatives related to p2ZrCH3sup>+ catalyze olefin polymerization. Some metallocenes consist of metal plus two cyclooctatetraenide anions (, abbreviated cot2−), namely the lanthanocenes and the actinocenes ( uranocene and others). Metallocenes are a subset of a broader class of compounds called sandwich compounds. In the structure shown at right, the two pentagons are the cyclopentadienyl anions with circles inside them indicating they are aromatically stabilized. Here they are shown in a staggered conformation ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Structural Analog
A structural analog (analogue in modern traditional English; Commonwealth English), also known as a chemical analog or simply an analog, is a compound having a structure similar to that of another compound, but differing from it in respect to a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are often isoelectronic. Despite a high chemical similarity, structural analogs are not necessarily functional analogs and can have very different physical, chemical, biochemical, or pharmacological properties. In drug discovery, either a large series of structural analogs of an initial lead compound are created and tested as part of a structure–activity relationship study or a database is screened for structural analogs of a lead compound. Chemical analogues of ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Coordination Chemistry
A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of chemical bond, bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many metal-containing chemical compound, compounds, especially those that include transition metals (elements like titanium that belong to the Block (periodic table), Periodic Table's d-block), are coordination complexes. Nomenclature and terminology Coordination complexes are so pervasive that their structures and reactions are described in many ways, sometimes confusingly. The atom within a ligand that is bonded to the central metal atom or ion is called the donor atom. In a typical complex, a metal ion is bonded to several donor atoms, which can be the same or different. A Ligand#Polydentate and polyhapto ligand motifs and nomenclature, polydentate (multiple bonded) ligand is a molecule or ion that bonds to the central atom ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lewis Acid
A Lewis acid (named for the American physical chemist Gilbert N. Lewis) is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any species that has a filled orbital containing an electron pair which is not involved in bonding but may form a dative bond with a Lewis acid to form a Lewis adduct. For example, NH3 is a Lewis base, because it can donate its lone pair of electrons. Trimethylborane (Me3B) is a Lewis acid as it is capable of accepting a lone pair. In a Lewis adduct, the Lewis acid and base share an electron pair furnished by the Lewis base, forming a dative bond. In the context of a specific chemical reaction between NH3 and Me3B, a lone pair from NH3 will form a dative bond with the empty orbital of Me3B to form an adduct NH3•BMe3. The terminology refers to the contributions of Gilbert N. Lewis. From p. 142: "We are inclined to think of substances as p ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Grignard Reaction
The Grignard reaction () is an organometallic chemical reaction in which alkyl, allyl, vinyl, or aryl-magnesium halides ( Grignard reagent) is added to a carbonyl group in an aldehyde or ketone. This reaction is important for the formation of carbon–carbon bonds. The reaction of an organic halide with magnesium is ''not'' a Grignard reaction, but provides a Grignard reagent. : Grignard reactions and reagents were discovered by and are named after the French chemist François Auguste Victor Grignard ( University of Nancy, France), who published it in 1900 and was awarded the 1912 Nobel Prize in Chemistry for this work. Reaction mechanism Because carbon is more electronegative than magnesium, the carbon attached to magnesium functions as a nucleophile and attacks the electrophilic carbon atom that is present within the polar bond of a carbonyl group. The addition of the Grignard reagent to the carbonyl typically proceeds through a six-membered ring transition state. Based ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
