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Diallylamine
Diallylamine is the organic compound with the formula HN(CH2CH=CH2)2. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a secondary amine and two alkene groups. Diallylamine is used in the production of ''N,N''-diallyldichloroacetamide and ''N,N''-diallyldimethylammonium chloride. Preparation It is produced commercially by partial hydrogenation of acrylonitrile: : 2NCCH=CH2 + 4H2 → HN(CH2CH=CH2)2 + NH3 A laboratory route to diallylamine entails diallylation of calcium cyanamide followed by decyanation of the product.{{cite journal , doi=10.15227/orgsyn.005.0043, title=Diallylamine, journal=Organic Syntheses, year=1925, volume=5, page=43, author=E. B. Vliet Related compounds *Allylamine *Triallylamine Triallylamine is the organic compound with the formula N(CH2CH=CH2)3. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a tertiary amine and three alkene groups. Triallylamine (and mono- and dially ...
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Allylamine
Allylamine is an organic compound with the formula C3H5NH2. This colorless liquid is the simplest stable unsaturated amine. Production and reactions All three allylamines, mono-, di-, and triallylamine, are produced by the treating allyl chloride with ammonia followed by distillation. Or by the reaction of allyl chloride with Hexamine. Pure samples can be prepared by hydrolysis of allyl isothiocyanate. It behaves as a typical amine.Henk de Koning, W. Nico Speckamp "Allylamine" in ''Encyclopedia of Reagents for Organic Synthesis'', 2001, John Wiley & Sons, Weinheim. Article Online Posting Date: April 15, 2001 Polymerization can be used to prepare the homopolymer ( polyallylamine) or copolymers. The polymers are promising membranes for use in reverse osmosis. Other allylamines Diallylamine is a precursor to industrial products. Functionalized allylamines have pharmaceutical applications. Pharmaceutically important allylamines include flunarizine and naftifine. Flunarizine a ...
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Triallylamine
Triallylamine is the organic compound with the formula N(CH2CH=CH2)3. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a tertiary amine and three alkene groups. Triallylamine (and mono- and diallyl amines) is produced by the treating allyl chloride with ammonia. Allylamines have particularly weak α-CH bonds, being near 80 kcal/mol.{{cite journal , doi=10.1021/JO9813843, title=Α-C−H Bond Dissociation Energies of Some Tertiary Amines, year=1999, last1=Dombrowski, first1=G. W., last2=Dinnocenzo, first2=J. P., last3=Farid, first3=S., last4=Goodman, first4=J. L., last5=Gould, first5=I. R., journal=The Journal of Organic Chemistry, volume=64, issue=2, pages=427–431 Related compounds *Allylamine *Diallylamine References Allylamines ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ...
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Secondary Amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines). Important amines include amino acids, biogenic amines, trimethylamine, and aniline; Inorganic derivatives of ammonia are also called amines, such as monochloramine (). The substituent is called an amino group. Compounds with a nitrogen atom attached to a carbonyl group, thus having the structure , are called amides and have different chemical properties from amines. Classification of amines Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic a ...
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Acrylonitrile
Acrylonitrile is an organic compound with the formula and the structure . It is a colorless, volatile liquid although commercial samples can be yellow due to impurities. It has a pungent odor of garlic or onions. In terms of its molecular structure, it consists of a vinyl group () linked to a nitrile (). It is an important monomer for the manufacture of useful plastics such as polyacrylonitrile. It is reactive and toxic at low doses. Acrylonitrile was first synthesized by the French chemist Charles Moureu (1863–1929) in 1893. Occurrence Acrylonitrile is not naturally formed on Earth. It has been detected at the sub-ppm level at industrial sites. It persists in the air for up to a week. It decomposes by reacting with oxygen and hydroxyl radical to form formyl cyanide and formaldehyde. Acrylonitrile is harmful to aquatic life. Acrylonitrile has been detected in the atmosphere of Titan, a moon of Saturn. Computer simulations suggest that on Titan conditions exist ...
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Calcium Cyanamide
Calcium cyanamide is the inorganic compound with the formula CaCN2. It is the calcium salt of the cyanamide () anion. This chemical is used as fertilizer and is commercially known as nitrolime. It was first synthesized in 1898 by Adolph Frank and Nikodem Caro (Frank–Caro process). History In their search for a new process for producing cyanides for cyanide leaching of gold, Frank and Caro discovered the ability of alkaline earth carbides to absorb atmospheric nitrogen at high temperatures. Fritz Rothe, a colleague of Frank and Caro, succeeded in 1898 in overcoming problems with the use of calcium carbide and clarified that at around 1,100 °C not calcium cyanide but calcium cyanamide is formed in the reaction. In fact, the initial target product sodium cyanide can also be obtained from calcium cyanamide by melting it with sodium chloride in the presence of carbon: : CaCN2 + 2 NaCl + C → 2 NaCN + CaCl2 Frank and Caro developed this reaction for a large-scale ...
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Amines
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines). Important amines include amino acids, biogenic amines, trimethylamine, and aniline; Inorganic derivatives of ammonia are also called amines, such as monochloramine (). The substituent is called an amino group. Compounds with a nitrogen atom attached to a carbonyl group, thus having the structure , are called amides and have different chemical properties from amines. Classification of amines Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic ...
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