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Sodium Phenoxide
Sodium phenoxide (sodium phenolate) is an organic compound with the formula NaOC6H5. It is a white crystalline solid. Its anion, phenoxide, also known as phenolate, is the conjugate base of phenol. It is used as a precursor to many other organic compounds, such as aryl ethers. Synthesis and structure Most commonly, solutions of sodium phenoxide are produced by treating phenol with sodium hydroxide. Anhydrous derivatives can be prepared by combining phenol and sodium. A related, updated procedure uses sodium methoxide instead of sodium hydroxide: :NaOCH3 + HOC6H5 → NaOC6H5 + HOCH3 Sodium phenoxide can also be produced by the "alkaline fusion" of benzenesulfonic acid, whereby the sulfonate groups are displaced by hydroxide: :C6H5SO3Na + 2 NaOH → C6H5OH + Na2SO3 This route once was the principal industrial route to phenol. Structure Like other sodium alkoxides, solid sodium phenoxide adopts a complex structure involving multiple Na-O bonds. Solvent-free material i ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
International Union Of Pure And Applied Chemistry
The International Union of Pure and Applied Chemistry (IUPAC ) is an international federation of National Adhering Organizations working for the advancement of the chemical sciences, especially by developing nomenclature and terminology. It is a member of the International Science Council (ISC). IUPAC is registered in Zürich, Switzerland, and the administrative office, known as the "IUPAC Secretariat", is in Research Triangle Park, North Carolina, United States. IUPAC's executive director heads this administrative office, currently Greta Heydenrych. IUPAC was established in 1919 as the successor of the International Congress of Applied Chemistry for the advancement of chemistry. Its members, the National Adhering Organizations, can be national chemistry societies, national academies of sciences, or other bodies representing chemists. There are fifty-four National Adhering Organizations and three Associate National Adhering Organizations. IUPAC's Inter-divisional Committee ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
HMPA
Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula This colorless liquid is used as a solvent in organic synthesis. Structure and reactivity HMPA is the oxide of tris(dimethylamino)phosphine, P(NMe2)3. Like other phosphine oxides (such as triphenylphosphine oxide), the molecule has a tetrahedral core and a P=O bond that is highly polarized, with significant negative charge residing on the oxygen atom. Compounds containing a nitrogen–phosphorus bond typically are degraded by hydrochloric acid to form a protonated amine and phosphate. It dissolves alkali metal salts and alkali metals, forming blue solutions which are stable for a few hours. Solvated electrons are present in these blue solutions. Applications HMPA is a specialty solvent for polymers, gases, and organometallic compounds. It improves the selectivity of lithiation reactions by breaking up the oligomers of lithium bases such as butyllithium. Because ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Salicylic Acid
Salicylic acid is an organic compound with the formula HOC6H4COOH. A colorless (or white), bitter-tasting solid, it is a precursor to and a active metabolite, metabolite of acetylsalicylic acid (aspirin). It is a plant hormone, and has been listed by the EPA Toxic Substances Control Act (TSCA) Chemical Substance Inventory as an experimental teratogen. The name is from Latin for willow tree, from which it was initially identified and derived. It is an ingredient in some anti-acne products. Salts and esters of salicylic acid are known as salicylates. Uses Medicine Salicylic acid as a medication is commonly used to remove the outermost layer of the skin. As such, it is used to treat warts, psoriasis, acne vulgaris, ringworm, dandruff, and ichthyosis. Similar to other hydroxy acids, salicylic acid is an ingredient in many skincare products for the treatment of seborrhoeic dermatitis, acne, psoriasis, calluses, Corn (medicine), corns, keratosis pilaris, acanthosis nigricans, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electrophilic Aromatic Substitution
Electrophilic aromatic substitution (SEAr) is an organic reaction in which an atom that is attached to an aromatic ring, aromatic system (usually hydrogen) is replaced by an electrophile. Some of the most important electrophilic aromatic substitutions are aromatic nitration, aromatic halogenation, aromatic sulfonation, alkylation Friedel–Crafts reaction and acylation Friedel–Crafts reaction. Illustrative reactions The most widely practised example of this reaction is the ethylation of benzene. :: Approximately 24,700,000 tons were produced in 1999. (After dehydrogenation and polymerization, the commodity plastic polystyrene is produced.) In this process, acids are used as catalyst to generate the incipient carbocation. Many other electrophilic reactions of benzene are conducted, although on a much smaller scale; they are valuable routes to key intermediates. The nitration of benzene is achieved via the action of the nitronium ion as the electrophile. The Aromatic sulfonation, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Williamson Ether Synthesis
The Williamson ether synthesis is an organic reaction, forming an ether from an organohalide and a deprotonated alcohol (alkoxide). This reaction was developed by Alexander Williamson in 1850. Typically it involves the reaction of an alkoxide ion with a primary alkyl halide via an SN2 reaction. This reaction is important in the history of organic chemistry because it helped prove the structure of ethers. The general reaction mechanism is as follows: An example is the reaction of sodium ethoxide with chloroethane to form diethyl ether and sodium chloride: : Mechanism The Williamson ether reaction follows an SN2 (bimolecular nucleophilic substitution) mechanism. In an SN2 reaction mechanism there is a backside attack of an electrophile by a nucleophile and it occurs in a concerted mechanism (happens all at once). In order for the SN2 reaction to take place there must be a good leaving group which is strongly electronegative, commonly a halide. In the Williamson ether reac ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Homoassociation
In acid–base chemistry, homoassociation (an IUPAC term) is an association between a base and its conjugate acid through a hydrogen bond. Most commonly, homoassociation leads to the enhancement of the acidity of an acid by itself. The effect is accentuated at high concentrations, i.e. the ionization of an acid varies nonlinearly with concentration. This effect arises from the stabilization of the conjugate base by its formation of a hydrogen bond to the parent acid. A well known case is hydrofluoric acid, which is a significantly stronger acid when concentrated than when dilute due to the following equilibria: :2 HF \rightleftharpoons H2F+ + F− ( autoionization of HF) :HF + F− \rightleftharpoons HF2− (homoassociation) Overall: :3 HF \rightleftharpoons HF2− + H2F+ The bifluoride anion (HF2−) encourages the ionization of HF by stabilizing the F−. Thus, the usual ionization constant for hydrofluoric acid (10−3.15) understates the acidity of concentrate ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cubane-type Cluster
A cubane-type cluster is an arrangement of atoms in a molecular structure that forms a cube. In the simplest case, the eight vertices are symmetry equivalent and the species has Oh symmetry group, symmetry. Such structure occurs in the hydrocarbon cubane (chemical formula ), which has carbon atoms at the corners of a cube and covalent bonds forming the edges. : Other compounds in the class have different elements in the corners, and various atoms or groups bonded to the corners. Most cubanes have more complicated structures, usually with nonequivalent vertices. They may be simple covalent compounds or macromolecular or supramolecular cluster compounds. Examples Heavier adamantogen cubanes with all vertices identical are all known, and exhibit only about half as much strain energy as cubane per molecule. The inert pair effect is believed to drive stability in cubanes with heavy main group elements: the bonding orbitals are almost entirely orbital hybridization, unhybridized ''p' ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Royal Society Of Chemistry
The Royal Society of Chemistry (RSC) is a learned society and professional association in the United Kingdom with the goal of "advancing the chemistry, chemical sciences". It was formed in 1980 from the amalgamation of the Chemical Society, the Royal Institute of Chemistry, the Faraday Society, and the Society for Analytical Chemistry with a new Royal Charter and the dual role of learned society and professional body. At its inception, the Society had a combined membership of 49,000 in the world. The headquarters of the Society are at Burlington House, Piccadilly, London. It also has offices in Thomas Graham House in Cambridge (named after Thomas Graham (chemist), Thomas Graham, the first president of the Chemical Society) where ''RSC Publishing'' is based. The Society has offices in the United States, on the campuses of The University of Pennsylvania and Drexel University, at the University City Science Center in Philadelphia, Pennsylvania, in both Beijing and Shanghai, People' ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hapticity
In coordination chemistry, hapticity is the coordination complex, coordination of a ligand to a metal center via an uninterrupted and contiguous series of atoms. The hapticity of a ligand is described with the Greek letter eta (letter), η ('eta'). For example, η2 describes a ligand that coordinates through 2 contiguous atoms. In general the η-notation only applies when multiple atoms are coordinated (otherwise the denticity, κ-notation is used). In addition, if the ligand coordinates through multiple atoms that are contiguous then this is considered denticity (not hapticity), and the κ-notation is used once again. When naming complexes care should be taken not to confuse η with mu (letter), μ ('mu'), which relates to bridging ligands. History The need for additional nomenclature for organometallic compounds became apparent in the mid-1950s when Dunitz, Leslie Orgel, Orgel, and Rich described the structure of the "sandwich compound, sandwich complex" ferrocene by X-ray ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
