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Diamine
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to primary diamines, as those are the most reactive. In terms of quantities produced, 1,6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in coordination chemistry. Aliphatic diamines Linear * 1 carbon: methylenediamine (diaminomethane) of theoretical interest only * 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds, 1,1-dimethylethylenediamine, 1,2-dimethylethylenediamine, ethambutol, tetrakis(dimethylamino)ethylene, TMEDA. File:Ethylene_diamine.png, Ethylenediamine * 3 carbons: 1,3-diaminopropane (propane-1,3-diamine) * 4 carbons: putrescine (butane-1,4-diamine) * 5 carbons: cadaverine (pentane-1,5-diam ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ethylenediamine
Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a basic amine. It is a widely used building block in chemical synthesis, with approximately 500,000 tonnes produced in 1998.Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, 2005 Wiley-VCH Verlag, Weinheim. Ethylenediamine is the first member of the so-called polyethylene amines. Synthesis Ethylenediamine is produced industrially by treating 1,2-dichloroethane with ammonia under pressure at 180 °C in an aqueous medium:Hans-Jürgen Arpe, Industrielle Organische Chemie, 6. Auflage (2007), Seite 245, Wiley VCH : In this reaction hydrogen chloride is generated, which forms a salt with the amine. The amine is liberated by addition of sodium hydroxide and can then be recovered by . Diethylenetriamine (DETA) and triethylenetetramine (TETA) ar ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diamines General Formula V
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to Primary (chemistry), primary diamines, as those are the most reactive. In terms of quantities produced, 1,6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in coordination chemistry. Aliphatic diamines Linear * 1 carbon: methylenediamine (diaminomethane) of theoretical interest only * 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds, 1,1-dimethylethylenediamine, 1,2-dimethylethylenediamine, ethambutol, tetrakis(dimethylamino)ethylene, TMEDA. File:Ethylene_diamine.png, Ethylenediamine * 3 carbons: 1,3-diaminopropane (propane-1,3-diamine) * 4 carbons: putrescine (butane-1,4-diamine) * 5 carbons: cadaverine (pentan ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
O-Phenylenediamine
''o''-Phenylenediamine (OPD) is an organic compound with the formula C6H4(NH2)2. This aromatic diamine is an important precursor to many heterocyclic compounds. It is isomeric with ''m''-phenylenediamine and ''p''-phenylenediamine. Preparation Commonly, 2-nitrochlorobenzene is treated with ammonia and the resulting 2-nitroaniline is then hydrogenated: :ClC6H4NO2 + 2 NH3 → H2NC6H4NO2 + NH4Cl :H2NC6H4NO2 + 3 H2 → H2NC6H4NH2 + 2 H2O In the laboratory, the reduction of the nitroaniline is effected with zinc powder in ethanol, followed by purification of the diamine as the hydrochloride salt. This compound darkens in air; impurities may be removed by treating a hot aqueous solution with sodium dithionite (reducing agent) and activated carbon, then allowing the product to cool and crystallize. Reactions and uses ''o''-Phenylenediamine condenses with ketones and aldehydes to give rise to a variety of useful products. Reactions with carboxylic acids and their derivatives affo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
1,6-diaminohexane
Hexamethylenediamine is the organic compound with the formula H2N(CH2)6NH2. The molecule is a diamine, consisting of a hexamethylene hydrocarbon chain terminated with amine functional groups. The colorless solid (yellowish for some commercial samples) has a strong amine odor. About 1 billion kilograms are produced annually.Robert A. Smiley "Hexamethylenediamine" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. Synthesis Hexamethylenediamine was first reported by Theodor Curtius. It is produced by the hydrogenation of adiponitrile: :NC(CH2)4CN + 4 H2 → H2N(CH2)6NH2 The hydrogenation is conducted on molten adiponitrile diluted with ammonia, typical catalysts being based on cobalt and iron. The yield is good, but commercially significant side products are generated by virtue of reactivity of partially hydrogenated intermediates. These other products include 1,2-diaminocyclohexane, hexamethyleneimine, and the triamine bis(hexamethylenetriam ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
M-Phenylenediamine
''m''-Phenylenediamine, also called 1,3-diaminobenzene, is an organic compound with the formula C6H4(NH2)2. It is an isomer of ''o''-phenylenediamine and ''p''-phenylenediamine. This aromatic diamine is a colourless solid that appears as needles, but turns red or purple on exposure to air due to formation of oxidation products. Samples often come as colourless flakes and may darken in storage. Production ''m''-Phenylenediamine is produced by hydrogenation of 1,3-dinitrobenzene. The dinitrobenzene is prepared by dinitration of benzene. Applications ''m''-Phenylenediamine is used in the preparation of various polymers including aramid fibers, epoxy resins, wire enamel coatings and polyurea elastomer An elastomer is a polymer with viscoelasticity (i.e. both viscosity and Elasticity (physics), elasticity) and with weak intermolecular forces, generally low Young's modulus and high Deformation (mechanics), failure strain compared with other mate ...s. Other uses for ''m''-phenyle ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
M-Xylylenediamine
''m''-Xylylenediamine is an organic compound with the formula C6H4(CH2NH2)2. A colorless oily liquid, it is produced by hydrogenation of isophthalonitrile. Uses and reactions ''m''-Xylylenediamine (MXDA) is used in a variety of industrial applications including amine based curing agents for epoxy resins which may then be formulated into coatings, adhesives, sealants, and elastomers. ''m''-Xylylenediamine undergoes to Sommelet reaction to give isophthalaldehyde. Hazards Exposure to ''m''-xylylenediamine may occur by inhalation, skin contact, eye exposure, or ingestion. It can cause chemical burns, tissue damage, delayed pulmonary edema, shock, and skin sensitization. Symptoms of inhalation include a burning sensation in the respiratory tract, cough, sore throat, labored breathing, and dyspnea (shortness of breath). It is also flammable and produces toxic fumes when burned. ''m''-Xylylenediamine reacts with acids, acid chlorides, and acid anhydride An acid anhydride is a type ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
TMEDA
Tetramethylethylenediamine (TMEDA or TEMED) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from ethylenediamine by replacement of the four amine hydrogens with four methyl groups. It is a colorless liquid, although old samples often appear yellow. Its odor is similar to that of rotting fish. As a reagent in synthesis TMEDA is widely employed as a ligand for metal ions. It forms stable complexes with many metal halides, e.g. zinc chloride and copper(I) iodide, giving complexes that are soluble in organic solvents. In such complexes, TMEDA serves as a bidentate ligand. TMEDA has an affinity for lithium ions. When mixed with ''n''-butyllithium, TMEDA's nitrogen atoms coordinate to the lithium, forming a cluster of higher reactivity than the tetramer or hexamer that ''n''-butyllithium normally adopts. BuLi/TMEDA is able to metallate or even doubly metallate many substrates including benzene, furan, thiophene, ''N''-alkylpyrroles, and ferrocen ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phenylenediamine
Phenylenediamine may refer to: * ''o''-phenylenediamine or OPD, a chemical compound C6H4(NH2)2 * ''m''-phenylenediamine or MPD, a chemical compound C6H4(NH2)2 * ''p''-phenylenediamine or PPD, a chemical compound C6H4(NH2)2 * ''N,N''-dimethyl-''p''-phenylenediamine or DMPD * ''N,N,N′,N′''-tetramethyl-''p''-phenylenediamine or TMPD, used in microbiology * ''N'',''N''-diethyl-p-phenylenediamine or DPD {{Chemistry index Diamines ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trimethylhexamethylenediamine
Trimethylhexamethylenediamine is the name used to refer to a mixture of two isomers of trimethyl- 1,6-hexanediamine. The mixture is used as a monomer in nylon TMDT. It is available commercially under the trade name Vestamin TMD from the company Evonik Industries. Trimethylhexamethylenediamine is synthesized from isophorone. Isophorone is reduced by hydrogenation to the trimethylcyclohexanol, which is then oxidized with nitric acid (in the same fashion as adipic acid is synthesized from cyclohexane Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colorless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohe ...). The diacid is converted to the diamine via the dinitrile. Uses TMD is used as a component in certain curing agents for epoxy resins. References Diamines B {{amine-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cadaverine
Cadaverine is an organic compound with the formula (CH2)5(NH2)2. Classified as diamine, it is a colorless liquid with an unpleasant odor. It is present in small quantities in living organisms but is often associated with the putrefaction of animal tissue. Production Cadaverine is produced by decarboxylation of lysine.Wolfgang Legrum: ''Riechstoffe, zwischen Gestank und Duft'', Vieweg + Teubner Verlag (2011) S. 65, It can be synthesized by many methods including the hydrogenation of glutaronitrile and the reactions of 1,5-dichloropentane. History Putrescine and cadaverine were first described in 1885 by the Berlin physician Ludwig Brieger (1849–1919). Receptors In zebrafish, the trace amine-associated receptor 13c (or TAAR13c) has been identified as a high-affinity receptor for cadaverine. In humans, molecular modelling and docking experiments have shown that cadaverine fits into the binding pocket of the human TAAR6 and TAAR8. Clinical significance Elevated le ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cadaverine
Cadaverine is an organic compound with the formula (CH2)5(NH2)2. Classified as diamine, it is a colorless liquid with an unpleasant odor. It is present in small quantities in living organisms but is often associated with the putrefaction of animal tissue. Production Cadaverine is produced by decarboxylation of lysine.Wolfgang Legrum: ''Riechstoffe, zwischen Gestank und Duft'', Vieweg + Teubner Verlag (2011) S. 65, It can be synthesized by many methods including the hydrogenation of glutaronitrile and the reactions of 1,5-dichloropentane. History Putrescine and cadaverine were first described in 1885 by the Berlin physician Ludwig Brieger (1849–1919). Receptors In zebrafish, the trace amine-associated receptor 13c (or TAAR13c) has been identified as a high-affinity receptor for cadaverine. In humans, molecular modelling and docking experiments have shown that cadaverine fits into the binding pocket of the human TAAR6 and TAAR8. Clinical significance Elevated le ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
1,3-diaminopropane
1,3-Diaminopropane, also known as , is a simple diamine with the formula H2N(CH2)3NH2. A colourless liquid with a fishy odor, it is soluble in water and many polar organic solvents. It is isomeric with 1,2-diaminopropane. Both are building blocks in the synthesis of heterocycles, such as those used in textile finishing, and coordination complexes. It is prepared by the amination of acrylonitrile followed by hydrogenation of the resulting aminopropionitrile.Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. The potassium salt was used in the alkyne zipper reaction \ce \ce Acetylene \ce \ce \ce Propyne \ce \ce \ce \ce 1-Butyne In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. The simplest acyclic alkynes with only one triple bond and no .... Known uses of 1,3-diaminopropane are in the synthesis of ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
