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Tert-Butoxybis(dimethylamino)methane
''tert''-Butoxybis(dimethylamino)methane is an organic compound with the formula (CH3)3COCH(N(CH3)2)2. The compound is classified as an aminal ester, i.e. the tert-butyl alcohol derivative of the aminal bis(dimethylamino)methane. It is a colorless liquid with a amine odor. Use as reagent Also known as Bredereck's reagent, it is used for formylation (introduction of the CHO group). Protonation releases tert-butyl alcohol, giving N,N,N′,N′-Tetramethylformamidinium chloride, tetramethylformamidinium, which displaces active C-H bonds: :(CH3)3COCH(N(CH3)2)2 + H+ → (CH3)3COH + [CH(N(CH3)2)2]+ :[CH(N(CH3)2)2]+ + CH2Z2 → Z2CHCH(N(CH3)2)2 + H+ The resulting bis(dimethylamino)methyl derivative in turn releases dimethylamine to give an enamine, which hydrolyzes. :Z2CHCH(N(CH3)2)2 → Z2C=CHN(CH3)2 + HN(CH3)2 :Z2C=CHN(CH3)2 + H2O → Z2CHCHO + HN(CH3)2 Preparation Tert-Butoxybis(dimethylamino)methane is obtained from tetramethylformamidinium chloride by ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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. Livin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aminal
In organic chemistry, an aminal or aminoacetal is a functional group or type of organic compound that has two amine groups attached to the same carbon atom: . (As is customary in organic chemistry, R can represent hydrogen or an alkyl group). A common aminal is bis(dimethylamino)methane, a colorless liquid that is prepared by the reaction of dimethylamine and formaldehyde: : 2 (CH3)2NH + CH2O -> CH3)2NCH2 + H2O Aminals are encountered in, for instance, the Fischer indole synthesis. Several examples exist in nature. Physostigmin.svg, Physostigmine,a highly toxic cholinesterase inhibitor found in the Calabar bean. Hodgkinsine.png, Hodgkinsine, an alkaloid with antiviral, antibacterial and antifungal effects 5,10-methylenetetrahydrofolic acid.svg, 5,10-Methylenetetrahydrofolate, an intermediate in one-carbon metabolism Hexahydro-1,3,5-triazine (), an intermediate in the condensation of formaldehyde and ammonia, tends to degrade to hexamethylene tetraamine. Cyclic ami ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bis(dimethylamino)methane
Bis(dimethylamino)methane is the organic compound with the formula CH3)2Nsub>2CH2. It is classified as an aminal as well as a ditertiary amine, in fact the simplest. It is a colorless liquid that is widely available. It is prepared by the reaction of dimethylamine and formaldehyde: : 2 (CH3)2NH + CH2O → CH3)2Nsub>2CH2 + H2O It is used for the dimethyl aminomethylation reactions, the reaction being initiated by the addition of a strong, anhydrous acid:{{cite journal , journal=eEROS, Encyclopedia of Reagents for Organic Synthesis, title=Bis(dimethylamino)methane, doi=10.1002/047084289X.rb143, author=Allen J. Duplantier : CH3)2Nsub>2CH2 + H+ → (CH3)2NCH2+ + (CH3)2NH Related reagents * N,N,N′,N′-Tetramethylformamidinium chloride *Eschenmoser's salt In organic chemistry, Eschenmoser's salt (named for Albert Eschenmoser) is the ionic, organic compound . It is the iodide salt of the dimethylaminomethylene cation . The dimethylaminomethylene cation is a s ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Formylation
In biochemistry, the addition of a formyl functional group is termed formylation. A formyl functional group consists of a carbonyl bonded to hydrogen. When attached to an R group, a formyl group is called an aldehyde. Formylation has been identified in several critical biological processes. Methionine was first discovered to be formylated in ''E. coli'' by Marcker and Sanger in 1964 and was later identified to be involved in the initiation of protein synthesis in bacteria and organelles. The formation of ''N''-formylmethionine is catalyzed by the enzyme methionyl-tRNA transformylase. Additionally, two formylation reactions occur in the de novo biosynthesis of purines. These reactions are catalyzed by the enzymes glycinamide ribonucleotide (GAR) transformylase and 5-aminoimidazole-4-carboxyamide ribotide (AICAR) transformylase. More recently, formylation has been discovered to be a histone modification, which may modulate gene expression. General formylation reaction Formyl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tert-butyl Alcohol
''tert''-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as ''t''-BuOH). Its isomers are 1-butanol, isobutanol, and butan-2-ol. ''tert''-Butyl alcohol is a colorless solid, which melts near room temperature and has a camphor-like odor. It is miscible with water, ethanol and diethyl ether. Natural occurrence ''tert''-Butyl alcohol has been identified in beer and chickpeas. It is also found in cassava, which is used as a fermentation ingredient in certain alcoholic beverages. Preparation ''tert''-Butyl alcohol is derived commercially from isobutane as a coproduct of propylene oxide production. It can also be produced by the catalytic hydration of isobutylene, or by a Grignard reaction between acetone and methylmagnesium chloride. Purification cannot be performed by simple distillation due to formation of an azeotrope with water, although initial drying of the solvent containing large amounts of water is performed by adding be ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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