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Tetraethylammonium Chloride
Tetraethylammonium chloride (TEAC) is a quaternary ammonium compound with the chemical formula (C2H5)4N+Cl−, sometimes written as Et4N+Cl−. In appearance, it is a hygroscopic, colorless, crystalline solid. It has been used as the source of tetraethylammonium ions in pharmacological and physiological studies, but is also used in organic chemical synthesis. Preparation and structure TEAC is produced by alkylation of triethylamine with ethyl chloride. TEAC exists as either of two stable hydrates, the monohydrate and tetrahydrate. The crystal structure of TEAC.H2O has been determined, as has that of the tetrahydrate, TEAC.4H2O. Details for the preparation of large, prismatic crystals of TEAC.H2O are given by Harmon and Gabriele, who carried out IR-spectroscopic studies on this and related compounds. These researchers have also pointed out that, although freshly-purified TEAC.H2O is free of triethylamine hydrochloride, small quantities of this compound form on heating of TEAC as ...
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Deliquescent
Hygroscopy is the phenomenon of attracting and holding water molecules via either absorption or adsorption from the surrounding environment, which is usually at normal or room temperature. If water molecules become suspended among the substance's molecules, adsorbing substances can become physically changed, e.g., changing in volume, boiling point, viscosity or some other physical characteristic or property of the substance. For example, a finely dispersed hygroscopic powder, such as a salt, may become clumpy over time due to collection of moisture from the surrounding environment. ''Deliquescent'' materials are sufficiently hygroscopic that they absorb so much water that they become liquid and form an aqueous solution. Etymology and pronunciation The word ''hygroscopy'' () uses combining forms of '' hygro-'' and '' -scopy''. Unlike any other ''-scopy'' word, it no longer refers to a viewing or imaging mode. It did begin that way, with the word ''hygroscope'' referring in th ...
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Phase-transfer Catalyst
In chemistry, a phase-transfer catalyst or PTC is a catalyst that facilitates the transition of a reactant from one phase into another phase where reaction occurs. Phase-transfer catalysis is a special form of heterogeneous catalysis. Ionic reactants are often soluble in an aqueous phase but insoluble in an organic phase in the absence of the phase-transfer catalyst. The catalyst functions like a detergent for solubilizing the salts into the organic phase. Phase-transfer catalysis refers to the acceleration of the reaction upon the addition of the phase-transfer catalyst. By using a PTC process, one can achieve faster reactions, obtain higher conversions or yields, make fewer byproducts, eliminate the need for expensive or dangerous solvents that will dissolve all the reactants in one phase, eliminate the need for expensive raw materials and/or minimize waste problems. Phase-transfer catalysts are especially useful in green chemistry—by allowing the use of water, the nee ...
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Tetramethylammonium Chloride
Tetramethylammonium chloride is one of the simplest quaternary ammonium salts, with four methyl groups tetrahedrally attached to the central N. The chemical formula (CH3)4N+Cl− is often abbreviated further as Me4N+Cl−. It is a hygroscopic colourless solid that is soluble in water and polar organic solvents. Tetramethylammonium chloride is a major industrial chemical, being used widely as a chemical reagent and also as a low-residue bactericide in such processes as hydrofracking. In the laboratory, it has fewer synthetic chemical applications than quaternary ammonium salts containing longer N-alkyl substituents, which are used extensively as phase-transfer catalysts. Preparation and laboratory uses Tetramethylammonium chloride is efficiently produced by the reaction of trimethylamine and methyl chloride. :N(CH3)3 + CH3Cl → N(CH3)4+Cl− It is produced by the alkylation of ammonium chloride with dimethyl carbonate in the presence of an ionic liquid catalyst. Except un ...
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Tetraethylammonium Iodide
Tetraethylammonium iodide is a quaternary ammonium compound with the chemical formula C8H20N+I−. It has been used as the source of tetraethylammonium ions in pharmacological and physiological studies, but is also used in organic chemical synthesis. Chemistry Preparation Tetraethylammonium iodide is commercially available, but can be prepared by the reaction between triethylamine and ethyl iodide. Structure The crystal structure of tetraethylammonium iodide has been determined. The crystal structure is a distorted wurtzite lattice. At the nitrogen atom, the coordination is a flattened tetrahedron. The N−C−C angle is slightly larger than the tetrahedral angle. Synthetic applications Examples include: * Stereoselective formation of (Z)-diiodoalkenes by treatment of alkynes with ICl in the presence of tetraethylammonium iodide. * 2-Hydroxyethylation (attachment of −CH2−CH2−OH) by ethylene carbonate of carboxylic acids and certain heterocycles b ...
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Tetraethylammonium Bromide
Tetraethylammonium bromide (TEAB) is a quaternary ammonium compound with the chemical formula C8H20N+Br−, often written as "Et4N+Br−" in the chemical literature. It has been used as the source of tetraethylammonium ions in pharmacological and physiological studies, but is also used in organic chemical synthesis. Chemistry Synthesis TEAB is commercially available, but can be prepared by the reaction between tetraethylammonium hydroxide and hydrobromic acid: :Et4N+HO− + HBr → Et4N+Br− + H2O Evaporation of the water and recrystallization from acetonitrile yields a crystalline sample of TEAB. Structure The crystal structure of TEAB has been determined and found to exhibit a distorted tetrahedral symmetry with respect to the geometry of the C atoms around the central N. Synthetic applications Examples include: * TEAB catalyzes the high-yield oxidation of organic sulfides to sulfoxides by o-iodoxybenzoic acid (IBX) in chloroform/water at room temperature, e.g. :(C2H5) ...
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Ganglionic Blocking
A ganglion is a group of neuron cell bodies in the peripheral nervous system. In the somatic nervous system this includes dorsal root ganglia and trigeminal ganglia among a few others. In the autonomic nervous system there are both sympathetic and parasympathetic ganglia which contain the cell bodies of postganglionic sympathetic and parasympathetic neurons respectively. A pseudoganglion looks like a ganglion, but only has nerve fibers and has no nerve cell bodies. Structure Ganglia are primarily made up of somata and dendritic structures which are bundled or connected. Ganglia often interconnect with other ganglia to form a complex system of ganglia known as a plexus. Ganglia provide relay points and intermediary connections between different neurological structures in the body, such as the peripheral and central nervous systems. Among vertebrates there are three major groups of ganglia: *Dorsal root ganglia (also known as the spinal ganglia) contain the cell bodies of se ...
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Tetraethylammonium
Tetraethylammonium (TEA), () or (Et4N+) is a quaternary ammonium cation consisting of four ethyl groups attached to a central nitrogen atom, and is positively charged. It is a counterion used in the research laboratory to prepare lipophilic salts of inorganic anions. It is used similarly to tetrabutylammonium, the difference being that its salts are less lipophilic and more easily crystallized. Preparation The chloride salt is prepared by the reaction of triethylamine and an ethyl halide: :Et3N + EtX → Et4N+X− This method works well for the preparation of tetraethylammonium iodide (where X = I). Most tetraethylammonium salts are prepared by salt metathesis reactions. For example, the synthesis of tetraethylammonium perchlorate, a salt that has been useful as a supporting electrolyte for polarographic studies in non-aqueous solvents, is carried out by mixing the water-soluble salts tetraethylammonium bromide and sodium perchlorate in water, from which the water-insoluble tet ...
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Alkyl Halides
The haloalkanes (also known as halogenoalkanes or alkyl halides) are alkanes containing one or more halogen substituents. They are a subset of the general class of halocarbons, although the distinction is not often made. Haloalkanes are widely used commercially. They are used as flame retardants, fire extinguishants, refrigerants, propellants, solvents, and pharmaceuticals. Subsequent to the widespread use in commerce, many halocarbons have also been shown to be serious pollutants and toxins. For example, the chlorofluorocarbons have been shown to lead to ozone depletion. Methyl bromide is a controversial fumigant. Only haloalkanes that contain chlorine, bromine, and iodine are a threat to the ozone layer, but fluorinated volatile haloalkanes in theory may have activity as greenhouse gases. Methyl iodide, a naturally occurring substance, however, does not have ozone-depleting properties and the United States Environmental Protection Agency has designated the compound a non-ozone l ...
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Sodium Hydroxide
Sodium hydroxide, also known as lye and caustic soda, is an inorganic compound with the formula NaOH. It is a white solid ionic compound consisting of sodium cations and hydroxide anions . Sodium hydroxide is a highly caustic base and alkali that decomposes proteins at ordinary ambient temperatures and may cause severe chemical burns. It is highly soluble in water, and readily absorbs moisture and carbon dioxide from the air. It forms a series of hydrates . The monohydrate crystallizes from water solutions between 12.3 and 61.8 °C. The commercially available "sodium hydroxide" is often this monohydrate, and published data may refer to it instead of the anhydrous compound. As one of the simplest hydroxides, sodium hydroxide is frequently used alongside neutral water and acidic hydrochloric acid to demonstrate the pH scale to chemistry students. Sodium hydroxide is used in many industries: in the manufacture of pulp and paper, textiles, drinking water, soaps and deterge ...
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Carbazole
Carbazole is an aromatic heterocyclic organic compound. It has a tricyclic structure, consisting of two six-membered benzene rings fused on either side of a five-membered nitrogen-containing ring. The compound's structure is based on the indole structure, but in which a second benzene ring is fused onto the five-membered ring at the 2–3 position of indole (equivalent to the 9a–4a double bond in carbazole, respectively). Carbazole is a constituent of tobacco smoke. Synthesis A classic laboratory organic synthesis for carbazole is the Borsche–Drechsel cyclization. In the first step, phenylhydrazine is condensed with cyclohexanone to the corresponding imine. The second step is a hydrochloric acid-catalyzed rearrangement reaction and ring-closing reaction to tetrahydrocarbazole. In one modification, both steps are rolled into one by carrying out the reaction in acetic acid. In the third step, this compound is oxidized by red lead to carbazole itself. Another classic is ...
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Aniline
Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine In organic chemistry, an aromatic amine is an organic compound consisting of an aromatic ring attached to an amine. It is a broad class of compounds that encompasses aniline Aniline is an organic compound with the formula C6 H5 NH2. Consi .... It is an industrially significant Commodity chemicals, commodity chemical, as well as a versatile starting material for fine chemical synthesis. Its main use is in the manufacture of precursors to polyurethane, dyes, and other industrial chemicals. Like most volatile amines, it has the odor of rotten fish. It Combustion, ignites readily, burning with a smoky flame characteristic of aromatic compounds. It is toxic to humans. Relative to benzene, it is electron-rich. It thus participates more rapidly in electrophilic aromatic substitution reactions. Likewise, it is also prone ...
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Fluorene
Fluorene , or 9''H''-fluorene is an organic compound with the formula (C6H4)2CH2. It forms white crystals that exhibit a characteristic, aromatic odor similar to that of naphthalene. It has a violet fluorescence, hence its name. For commercial purposes it is obtained from coal tar. It is insoluble in water and soluble in many organic solvents. Although sometimes classified as a polycyclic aromatic hydrocarbon, the five-membered ring has no aromatic properties. Fluorene is mildly acidic. Synthesis, structure, and reactivity Although fluorene is obtained from coal tar, it can also be prepared by dehydrogenation of diphenylmethane. Alternatively, it can be prepared by the reduction of fluorenone with zinc or hypophosphorous acid–iodine. The fluorene molecule is nearly planar,D. M. Burns, John Iball (1954), ''Molecular Structure of Fluorene'' Nature volume 173, p. 635. although each of the two benzene rings is coplanar with the central carbon 9. Fluorene can be found after the i ...
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