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Willgerodt Reaction
The Willgerodt rearrangement or Willgerodt reaction is an organic reaction converting an aryl alkyl ketone, alkyne, or alkene to the corresponding amide by reaction with polysulfide, ammonium polysulfide, named after Conrad Willgerodt. The formation of the corresponding carboxylic acid is a side reaction resulting from hydrolysis of the amide. When the alkyl group is an aliphatic chain (n typically 0 to 5), multiple reactions take place with the amide group always ending up at the terminal end. The net effect is thus migration of the carbonyl group to the end of the chain and oxidation. An example with modified reagents (sulfur, concentrated ammonium hydroxide and pyridine) is the conversion of acetophenone to 2-phenylacetamide and phenylacetic acid Willgerodt–Kindler reaction The related Willgerodt–Kindler reaction takes place with elemental sulfur and an amine like morpholine. The initial product is a thioamide for example that of acetophenone which can again be hydrol ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Conrad Willgerodt
Conrad Heinrich Christoph Willgerodt (2 November 1841 – 19 December 1930) was a German chemist who first described the Willgerodt rearrangement, Willgerodt reaction. Alongside the Willgerodt reaction, he had also discovered Iodosobenzene and chlorobutanol and several nitrophenol ethers. As for his career, Conrad Willgerodt was a professor at the University of Freiburg. References External links * 1841 births 1930 deaths 19th-century German chemists Academic staff of the University of Freiburg People from Goslar (district) Scientists from the Duchy of Brunswick 20th-century German chemists {{Germany-chemist-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nucleophile
In chemistry, a nucleophile is a chemical species that forms bonds by donating an electron pair. All molecules and ions with a free pair of electrons or at least one pi bond can act as nucleophiles. Because nucleophiles donate electrons, they are Lewis bases. ''Nucleophilic'' describes the affinity of a nucleophile to bond with positively charged Atomic nucleus, atomic nuclei. Nucleophilicity, sometimes referred to as nucleophile strength, refers to a substance's nucleophilic character and is often used to compare the affinity of atoms. Neutral nucleophilic reactions with solvents such as Alcohol (chemistry), alcohols and water are named solvolysis. Nucleophiles may take part in nucleophilic substitution, whereby a nucleophile becomes attracted to a full or partial positive charge, and nucleophilic addition. Nucleophilicity is closely related to basicity. The difference between the two is, that basicity is a thermodynamic property (i.e. relates to an equilibrium state), but nucleop ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Enamine
An enamine is an unsaturated compound derived by the condensation of an aldehyde or ketone with a secondary amine. Enamines are versatile intermediates. The word "enamine" is derived from the affix ''en''-, used as the suffix of alkene, and the root ''amine''. This can be compared with enol, which is a functional group containing both alkene (''en''-) and Alcohol (chemistry), alcohol (-''ol''). Enamines are considered to be nitrogen analogs of enols. If one or both of the nitrogen substituents is a hydrogen atom it is the tautomeric form of an imine. This usually will rearrange to the imine; however there are several exceptions (such as aniline). The enamine-imine tautomerism may be considered analogous to the keto-enol tautomerism. In both cases, a hydrogen atom switches its location between the heteroatom (oxygen or nitrogen) and the second carbon atom. Enamines are both good nucleophiles and good bases. Their behavior as carbon-based nucleophiles is explained with reference t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkylimino-de-oxo-bisubstitution
In organic chemistry, alkylimino-de-oxo-bisubstitution is the organic reaction of carbonyl compounds with amines to imines. The reaction name is based on the IUPAC Nomenclature for Transformations. The reaction is acid catalyzed and the reaction type is nucleophilic addition of the amine to the carbonyl compound followed by transfer of a proton from nitrogen to oxygen to a stable hemiaminal or carbinolamine. With primary amines, water is lost in an elimination reaction to an imine. With aryl amines, especially stable Schiff bases are formed. Reaction mechanism The reaction steps are reversible reactions and the reaction is driven to completion by removal of water e.g. by azeotropic distillation, molecular sieves or titanium tetrachloride. Primary amines react through an unstable hemiaminal intermediate which then splits off water. : Secondary amines do not lose water easily because they do not have a proton available and instead they often react further to an aminal: ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Kindler Mechanism
Kindler is a surname. Notable people with the surname include: *Andy Kindler Andy David Kindler (born October 16, 1956) is an American comedian and actor. He played the character "Andy", a fellow sportswriter and friend of sportswriter "Ray Barone" ( Ray Romano) on the TV show '' Everybody Loves Raymond'', was a regular ... (born 1956), American stand-up comedian * Damian Kindler (born 1968), Australian-born Canadian writer and producer * Hans Kindler (1892–1949), American cellist and conductor * Jeff Kindler, the CEO of the Pfizer corporation * Sven-Christian Kindler (born 1985), German politician See also * Kindler syndrome, rare congenital disease of the skin caused by a mutation in the KIND1 gene * Kindler v. Canada (Minister of Justice), landmark decision of the Supreme Court of Canada {{surname, Kindler German-language surnames ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Reaction Mechanism
In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical reaction occurs. A chemical mechanism is a theoretical conjecture that tries to describe in detail what takes place at each stage of an overall chemical reaction. The detailed steps of a reaction are not observable in most cases. The conjectured mechanism is chosen because it is thermodynamically feasible and has experimental support in isolated intermediates (see next section) or other quantitative and qualitative characteristics of the reaction. It also describes each reactive intermediate, activated complex, and transition state, which bonds are broken (and in what order), and which bonds are formed (and in what order). A complete mechanism must also explain the reason for the reactants and catalyst used, the stereochemistry observed in reactants and products, all products formed and the amount of each. The electron or arrow pushing method is often used in ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Kindler Mod Willgerodt
Kindler is a surname. Notable people with the surname include: *Andy Kindler Andy David Kindler (born October 16, 1956) is an American comedian and actor. He played the character "Andy", a fellow sportswriter and friend of sportswriter "Ray Barone" ( Ray Romano) on the TV show '' Everybody Loves Raymond'', was a regular ... (born 1956), American stand-up comedian * Damian Kindler (born 1968), Australian-born Canadian writer and producer * Hans Kindler (1892–1949), American cellist and conductor * Jeff Kindler, the CEO of the Pfizer corporation * Sven-Christian Kindler (born 1985), German politician See also * Kindler syndrome, rare congenital disease of the skin caused by a mutation in the KIND1 gene * Kindler v. Canada (Minister of Justice), landmark decision of the Supreme Court of Canada {{surname, Kindler German-language surnames ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Syntheses
''Organic Syntheses'' is a peer-reviewed scientific journal that was established in 1921. It publishes detailed and checked procedures for the synthesis of organic compounds. A unique feature of the review process is that all of the data and experiments reported in an article must be successfully repeated in the laboratory of a member of the editorial board as a check for reproducibility prior to publication. The journal is published by Organic Syntheses, Inc., a non-profit corporation. An annual print version is published by John Wiley & Sons on behalf of Organic Syntheses, Inc. History Prior to World War I, work on synthetic organic chemistry in the United States had been quite limited, and most of the reagents used in laboratories had to be imported from Europe. When export stoppages and trade embargoes cut off this source, Clarence Derick, a professor of chemistry at University of Illinois at Urbana-Champaign, began an effort to synthesize these needed chemicals in industri ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Thioamide
A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure , where are any groups (typically organyl groups or hydrogen). Analogous to amides, thioamides exhibit greater multiple bond character along the C-N bond, resulting in a larger rotational barrier. Synthesis Thioamides are typically prepared by treating amides with phosphorus sulfides such as phosphorus pentasulfide, a reaction first described in the 1870s. An alternative to P2S5 is its more soluble analogue Lawesson's reagent. The Willgerodt-Kindler reaction can give benzylthioamides via an analogous process. These transformations can be seen in the synthesis of tolrestat. : The reaction of nitriles with hydrogen sulfide also affords thioamides: : Imidoyl chlorides react with hydrogen sulfide to produce thioamides. : Reactions A well-known thioamide is thioacetamide, which is used as a source of the sulfide ion. Thioamides are precursors to heterocycles. Such ap ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Morpholine
Morpholine is an Organic compound, organic chemical compound having the chemical formula oxygen, O(carbon, Chydrogen, H2CH2)2nitrogen, NH. This heterocycle features both amine and ether functional groups. Because of the amine, morpholine is a base (chemistry), base; its conjugate acid is called morpholinium. For example, treating morpholine with hydrochloric acid generates the salt (chemistry), salt morpholinium chloride. It is a colorless liquid with a weak, ammonia- or fish-like odor. The naming of morpholine is attributed to Ludwig Knorr, who incorrectly believed it to be part of the structure of morphine. Production Morpholine is often produced industrially by the dehydration of diethanolamine with concentrated sulfuric acid. Alternatively, it can be made from bis(2-chloroethyl)ether in a reaction with ammonia, by which also ammonium chloride is formed. Morpholine is also produced industrially from diethylene glycol and ammonia, under high temperature and pressure, in the pr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Amine
In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of electrons. Amines can also exist as hetero cyclic compounds. Aniline is the simplest aromatic amine, consisting of a benzene ring bonded to an amino group. Amines are classified into three types: primary (1°), secondary (2°), and tertiary (3°) amines. Primary amines (1°) contain one alkyl or aryl substituent and have the general formula RNH2. Secondary amines (2°) have two alkyl or aryl groups attached to the nitrogen atom, with the general formula R2NH. Tertiary amines (3°) contain three substituent groups bonded to the nitrogen atom, and are represented by the formula R3N. The functional group present in primary amines is called the amino group. Classification of amines Amines can be classified according to the nature and number o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
