Tris(dimethylamino)methane
Tris(dimethylamino)methane (TDAM) is the simplest representative of the tris(dialkylamino)methanes of the general formula (R2N)3CH in which three of the four of methane's hydrogen atoms are replaced by dimethylamino groups (−N(CH3)2). Tris(dimethylamino)methane can be regarded as both an amine and an orthoamide. Tris(dimethylamino)methane is a strong base and can be used as a formylation agent, as aminomethylenation reagent and as a source for the basic bis(dimethylamino)carbene of the formula (R2N)2C:. Preparation Tris(dimethylamino)methane is formed in the reaction of N,N,N′,N′-Tetramethylformamidinium chloride (TMF-Cl) or bis(dimethylamino)acetonitrile with lithium dimethylamide or sodium dimethylamide with yields between 55 and 84%. :: From dimethylamine and trimethoxyborane sodium dimethylamide is formed ''in situ'' in the presence of sodium hydride which reacts with ''N'',''N'',''N'',''N''-tetramethylformamidinium chloride in 84% yield to tris(dimethylamino)m ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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N,N,N′,N′-Tetramethylformamidinium Chloride
''N'',''N'',''N''′,''N''′-Tetramethylformamidinium chloride is the simplest representative of quaternary formamidinium cations of the general formula 2N−CH=NR2sup>+ with a chloride as a counterion in which all hydrogen atoms of the protonated formamidine C(=NH2)NH2sup>+ are replaced by methyl groups. Deprotonation results in the exceptionally basic bis(dimethylamino)carbene R2N−C̈−NR2. Preparation It is generated by protonation of (CH3)3COCH(N(CH3)2)2 ( Bredereck's reagent). :(CH3)3COCH(N(CH3)2)2 + H+ → (CH3)3COH + H(N(CH3)2)2sup>+ ''N'',''N'',''N''′,''N''′-Tetramethylformamidinium chloride is also obtained in high yield (95%) in the reaction of dimethylformamide (DMF) with dimethylcarbamoyl chlorideThe conversion of DMF with thionyl chloride in a ratio of 3:1 obtains the product in a is significantly lower yield (72%) which appears, however, more realistic in view of the tricky handling of the chloride salt. : Properties ''N'',''N'',''N''′,'' ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Tetramethylurea
Tetramethylurea is the organic compound with the formula (Me2N)2CO. It is a substituted urea. This colorless liquid is used as an aprotic-polar solvent, especially for aromatic compounds and is used e. g. for Grignard reagents. Production The synthesis and properties of tetramethylurea were comprehensively described. The reaction of dimethylamine with phosgene in the presence of e. g. 50 % sodium hydroxide solution and subsequent extraction with 1,2-dichloroethane yields tetramethylurea in 95% yield. The reactions with dimethylcarbamoyl chloride or phosgene are highly exothermic and the removal of the resulting dimethylamine hydrochloride requires some effort. The reaction of diphenylcarbonate with dimethylamine in an autoclave is also effective. Tetramethylurea is formed in the reaction of dimethylcarbamoyl chloride with anhydrous sodium carbonate in a yield of 96.5%. Dimethylcarbamoyl chloride also reacts with excess dimethylamine forming tetramethylurea. Even th ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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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 substitue ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Alkylation
Alkylation is the transfer of an alkyl group from one molecule to another. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic character. In oil refining contexts, alkylation refers to a particular alkylation of isobutane with olefins. For upgrading of petroleum, alkylation produces a premium blending stock for gasoline. In medicine, alkylation of DNA is used in chemotherapy to damage the DNA of cancer cells. Alkylation is accomplished with the class of drugs called alkylating antineoplastic agents. Nucleophilic alkylating agents Nucleophilic alkylating agents deliver the equivalent of an alkyl anion ( carbanion). The formal "alkyl anion" attacks an electrophile, forming a new cova ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Synthese Von Tetrakis(dimethylamino)ethen
''Synthese'' () is a scholarly periodical specializing in papers in epistemology, methodology, and philosophy of science, and related issues. Its subject area is divided into four specialties, with a focus on the first three: (1) "epistemology, methodology, and philosophy of science, all broadly understood"; (2) "foundations of logic and mathematics, where 'logic', 'mathematics', and 'foundations' are all broadly understood"; (3) "formal methods in philosophy, including methods connecting philosophy to other academic fields"; and (4) "issues in ethics and the history and sociology of logic, mathematics, and science that contribute to the contemporary studies". As of 2022, according to Google Scholar's metrics ( h-5 index and h-5 index median), it is the top philosophy journal, but other metrics do not rank the journal as highly. Overview Published articles include specific treatment of methodological issues in science such as induction, probability, causation, statistics, s ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Electron Donor
In chemistry, an electron donor is a chemical entity that donates electrons to another compound. It is a reducing agent that, by virtue of its donating electrons, is itself oxidized in the process. Typical reducing agents undergo permanent chemical alteration through covalent or ionic reaction chemistry. This results in the complete and irreversible transfer of one or more electrons. In many chemical circumstances, however, the transfer of electronic charge to an electron acceptor may be only fractional, meaning an electron is not completely transferred, but results in an electron resonance between the donor and acceptor. This leads to the formation of charge transfer complexes in which the components largely retain their chemical identities. The electron donating power of a donor molecule is measured by its ionization potential which is the energy required to remove an electron from the highest occupied molecular orbital ( HOMO). The overall energy balance (ΔE), i.e., ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Tetrakis(dimethylamino)ethene , a convex polyhedron with 32 faces
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{{disambiguation ...
Tetrakis may refer to: *Tetrakis (Paphlagonia), an ancient Greek city *Tetrakis cuboctahedron, convex polyhedron with 32 triangular faces * Tetrakis hexahedron, an Archimedean dual solid or a Catalan solid *Tetrakis square tiling, a tiling of the Euclidean plane See also * Tetracus *Tetrakis legomenon, a word that occurs only four times within a context *Tetricus (other) *Tetrix (other) *Truncated tetrakis cube The truncated tetrakis cube, or more precisely an order-6 truncated tetrakis cube or hexatruncated tetrakis cube, is a convex polyhedron with 32 faces: 24 sets of 3 bilateral symmetry pentagons arranged in an octahedral arrangement, with 8 regular ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Acetonitrile
Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not classed as organic). It is produced mainly as a byproduct of acrylonitrile manufacture. It is used as a polar aprotic solvent in organic synthesis and in the purification of butadiene. The skeleton is linear with a short distance of 1.16 Å. Acetonitrile was first prepared in 1847 by the French chemist Jean-Baptiste Dumas. Applications Acetonitrile is used mainly as a solvent in the purification of butadiene in refineries. Specifically, acetonitrile is fed into the top of a distillation column filled with hydrocarbons including butadiene, and as the acetonitrile falls down through the column, it absorbs the butadiene which is then sent from the bottom of the tower to a second separating tower. Heat is then employed in the separatin ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour. Acetone is miscible with water and serves as an important organic solvent in its own right, in industry, home, and laboratory. About 6.7 million tonnes were produced worldwide in 2010, mainly for use as a solvent and production of methyl methacrylate (and from that PMMA) as well as bisphenol A.Acetone World Petrochemicals report, January 2010Stylianos Sifniades, Alan B. Levy, "Acetone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. It is a common building block in [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Protic Solvent
In chemistry, a protic solvent is a solvent that has a hydrogen atom bound to an oxygen (as in a hydroxyl group ), a nitrogen (as in an amine group or ), or fluoride (as in hydrogen fluoride). In general terms, any solvent that contains a labile is called a protic solvent. The molecules of such solvents readily donate protons () to solutes, often via hydrogen bonding In chemistry, a hydrogen bond (or H-bond) is a primarily electrostatic force of attraction between a hydrogen (H) atom which is covalently bound to a more electronegative "donor" atom or group (Dn), and another electronegative atom bearing .... Water is the most common protic solvent. Conversely, polar aprotic solvents cannot donate protons but still have the ability to dissolve many salts. Methods for purification of common solvents are available See also * Autoprotolysis References {{Chemical solutions Solvents ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Trimethyl Borate
Trimethyl borate is the organoboron compound with the formula B(OCH3)3. It is a colourless liquid that burns with a green flame. It is an intermediate in the preparation of sodium borohydride and is a popular reagent in organic chemistry. It is a weak Lewis acid (AN = 23, Gutmann-Beckett method). M.A. Beckett, G.C. Strickland, J.R. Holland, and K.S. Varma, "A convenient NMR method for the measurement of Lewis acidity at boron centres: correlation of reaction rates of Lewis acid initiated epoxide polymerizations with Lewis acidity", ''Polymer,'' 1996, 37, 4629–4631. doi: 10.1016/0032-3861(96)00323-0 Borate esters are prepared by heating boric acid or related boron oxides with alcohols under conditions where water is removed. Applications Trimethyl borate is the main precursor to sodium borohydride by its reaction with sodium hydride: :4 NaH + B(OCH3)3 → NaBH4 + 3 NaOCH3 It is a gaseous anti-oxidant in brazing and solder flux. Otherwise, trimethyl borate has no announc ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |