4-Amino-2,2,6,6-tetramethylpiperidine
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4-Amino-2,2,6,6-tetramethylpiperidine
4-Amino-2,2,6,6-tetramethyl-4-piperidine is an organic compound with the formula H2NCH(CH2CMe2)2NH (where Me = CH3). Classified as a diamine, it is a colorless oily liquid. The compound is an intermediate in the preparation of Bobbitt's salt, an oxidant used in organic synthesis. It is prepared by the reductive amination of the corresponding ketone: :OC(CH2CMe2)2NH + NH3 + H2 → H2NCH(CH2CMe2)2NH + H2O Compound Properties Boiling point is 188.5 °C Melting point is 17 °C. Density is 0.8966 g/cm3 @ Temp: 20 °C Toxicity A study by Truda et al, has reported the median lethal dose LD(50) as 906mg/kg in rats. . Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(5), Pg. 53, 1984/ref> References Related compounds *Pempidine Pempidine is a ganglion-blocking drug, first reported in 1958 by two research groups working independently, and introduced as an oral treatment for hypertension. Pharmacology Reports on th ...
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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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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-diamine) ...
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Bobbitt's Salt
Bobbitt's salt is an oxoammonium compound derived from 4-acetamido-2,2,6,6-tetramethylpiperidine. It contains the tetrafluoroborate anion and is named after the American chemist James M. Bobbitt. As a less expensive analogue of the ''N''-oxoammonium salt derived from TEMPO, Bobbitt's salt is still mainly used as a catalyst for oxoammonium-catalyzed oxidations. ''(7)'' References External links *{{Commonscatinline, Bobbitt's salt Tetrafluoroborates Acetamides Oxycations ...
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Oxidant
An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ). In other words, an oxidizer is any substance that oxidizes another substance. The oxidation state, which describes the degree of loss of electrons, of the oxidizer decreases while that of the reductant increases; this is expressed by saying that oxidizers "undergo reduction" and "are reduced" while reducers "undergo oxidation" and "are oxidized". Common oxidizing agents are oxygen, hydrogen peroxide and the halogens. In one sense, an oxidizing agent is a chemical species that undergoes a chemical reaction in which it gains one or more electrons. In that sense, it is one component in an oxidation–reduction (redox) reaction. In the second sense, an oxidizing agent is a chemical species that transfers electronegative atoms, usually oxygen, to a substrate. Combust ...
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Reductive Amination
Reductive amination (also known as reductive alkylation) is a form of amination that involves the conversion of a carbonyl group to an amine via an intermediate imine. The carbonyl group is most commonly a ketone or an aldehyde. It is considered the most important way to make amines, and a majority of amines made in the pharmaceutical industry are made this way. Reaction process In this organic reaction, the amine first reacts with the carbonyl group to form a hemiaminal species, which subsequently loses one molecule of water in a reversible manner by alkylimino-de-oxo-bisubstitution, to form the imine. The equilibrium between aldehyde/ketone and imine can be shifted toward imine formation by removal of the formed water through physical or chemical means. This intermediate imine can then be isolated and reduced with a suitable reducing agent (e.g., sodium borohydride). This method is sometimes called indirect reductive amination. In a separate approach, imine formation and redu ...
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Ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' is methyl), with the formula . Many ketones are of great importance in biology and in industry. Examples include many sugars (ketoses), many steroids (e.g., testosterone), and the solvent acetone. Nomenclature and etymology The word ''ketone'' is derived from ''Aketon'', an old German word for ''acetone''. According to the rules of IUPAC nomenclature, ketone names are derived by changing the suffix ''-ane'' of the parent alkane to ''-anone''. Typically, the position of the carbonyl group is denoted by a number, but traditional nonsystematic names are still generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considere ...
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Pempidine
Pempidine is a ganglion-blocking drug, first reported in 1958 by two research groups working independently, and introduced as an oral treatment for hypertension. Pharmacology Reports on the "classical" pharmacology of pempidine have been published. The Spinks group, at ICI, compared pempidine, its ''N''-ethyl analogue, and mecamylamine in considerable detail, with additional data related to several structurally simpler compounds. Toxicology LD50 for the HCl salt of pempidine in mice: 74 mg/kg (i.v.); 125 mg/kg (i.p.); 413 mg/kg (p.o.). Chemistry Pempidine is an aliphatic, sterically hindered, cyclic, tertiary amine, which is a weak base: in its protonated form it has a p''K''a of 11.25. Pempidine is a liquid with a boiling point of 187–188 °C and a density of 0.858 g/cm3. Two early syntheses of this compound are those of Leonard and Hauck, and Hall. These are very similar in principle: Leonard and Hauck reacted phorone with ammonia, to produce 2,2,6,6-tet ...
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Synthesis (journal)
''Synthesis'' is a scientific journal published from 1969 to the present day by Thieme Medical Publishers, Thieme. Its stated purpose is the "advancement of the science of synthetic chemistry". From August 2006, selected articles are offered free of charge. The impact factor of this journal is 2.867 (2018).Journal Citation Reports, 2018 References Chemistry journals English-language journals Thieme academic journals {{chem-journal-stub ...
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Gig Tr Prof Zabol
Gig or GIG may refer to: Arts and entertainment * ''Gig'' (Circle Jerks album) (1992) * ''Gig'' (Northern Pikes album) (1993) * ''The Gig'', a 1985 film written and directed by Frank D. Gilroy * GIG, a character in ''Hot Wheels AcceleRacers'' * "GUYS Is Green" ("G.I.G.!"), in the Japanese television series '' Ultraman Mebius'' * Gig, a temporary job for a specified time Transportation * Gig (boat), or "captain′s gig", a boat used on naval ships as the captain's taxi * Gig (carriage), a two-wheeled sprung cart to be pulled by a horse * Cornish pilot gig, a six-oared rowing boat * Rio de Janeiro–Galeão International Airport (IATA airport code), the main airport serving Rio de Janeiro, Brazil * Giggleswick railway station (National Rail station code), Yorkshire, England * Gig Car Share, a carsharing service in parts of the San Francisco Bay Area Science and technology * Gigabyte (colloquial ''gig''), a computer unit of information * Global Information Grid, a military g ...
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Heterocyclic Chemistry
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles. 59% of US FDA-approved drugs contain nitrogen heterocycles. Classification The study of heterocyclic chemistry focuses especially on unsaturated derivatives, and the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and furan are quinol ...
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Piperidines
Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor described as objectionable, and typical of amines. The name comes from the genus name ''Piper'', which is the Latin word for pepper. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring solenopsins. Production Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst: : C5H5N + 3 H2 → C5H10NH Pyridine can also be reduce ...
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