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Von Braun Amide Degradation
The von Braun amide degradation is the chemical reaction of a monosubstituted amide with phosphorus pentachloride or thionyl chloride to give a nitrile and an organohalide. It is named after Julius Jacob von Braun, who first reported the reaction. Reaction mechanism The secondary amide 1 reacts via its enolized form with phosphorus pentachloride to form the oxonium ion 2. This produces a chloride ion which deprotonates the oxonium ion to form and imine 3 and hydrogen chloride. These then react with one another to form an amine, with loss of the phosphorus chloride residue. The β-chloroimine 4 is unstable and undergoes internal elimination to a form a nitrilium cation 5 which is cleaved by attack by chloride to form a nitrile 6a and a haloalkane 6b. See also * von Braun reaction *Julius von Braun *Rosenmund–von Braun reaction The Rosenmund–von Braun synthesis is an organic reaction in which an aryl halide reacts with cuprous cyanide to yield an aryl nitrile. : The ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Reaction
A chemical reaction is a process that leads to the IUPAC nomenclature for organic transformations, chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the Atomic nucleus, nuclei (no change to the elements present), and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive Chemical element, elements where both electronic and nuclear changes can occur. The substance (or substances) initially involved in a chemical reaction are called reagent, reactants or reagents. Chemical reactions are usually characterized by a chemical change, and they yield one or more Product (chemistry), products, which usually have properties different from the reactants. Reactions often consist of a sequence o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Imine
In organic chemistry, an imine ( or ) is a functional group or organic compound containing a carbon–nitrogen double bond (). The nitrogen atom can be attached to a hydrogen or an organic group (R). The carbon atom has two additional single bonds. Imines are common in synthetic and naturally occurring compounds and they participate in many reactions. Structure For ketimines and aldimines, respectively, the five core atoms (C2C=NX and C(H)C=NX, X = H or C) are coplanar. Planarity results from the sp2-hybridization of the mutually double-bonded carbon and the nitrogen atoms. The C=N distance is 1.29-1.31 Å for nonconjugated imines and 1.35 Å for conjugated imines. By contrast, C-N distances in amines and nitriles are 1.47 and 1.16 Å, respectively. Rotation about the C=N bond is slow. Using NMR spectroscopy, both E- and Z-isomers of aldimines have been detected. Owing to steric effects, the E isomer is favored. Nomenclature and classification The term "imine" was coine ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Elimination Reactions
Elimination may refer to: Science and medicine *Elimination reaction, an organic reaction in which two functional groups split to form an organic product *Bodily waste elimination, discharging feces, urine, or foreign substances from the body via defecation, urination, and emesis *Drug elimination, clearance of a drug or other foreign agent from the body *Elimination, the destruction of an infectious disease in one region of the world as opposed to its eradication from the entire world *Hazard elimination, the most effective type of hazard control * Elimination (pharmacology), processes by which a drug is eliminated from an organism Logic and mathematics * Elimination theory, the theory of the methods to eliminate variables between polynomial equations. * Disjunctive syllogism, a rule of inference * Gaussian elimination, a method of solving systems of linear equations * Fourier–Motzkin elimination, an algorithm for reducing systems of linear inequalities * Process of elim ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Rosenmund–von Braun Reaction
The Rosenmund–von Braun synthesis is an organic reaction in which an aryl halide reacts with cuprous cyanide to yield an aryl nitrile. : The reaction was named after Karl Wilhelm Rosenmund who together with his Ph.D. student Erich Struck discovered in 1914 that aryl halide reacts with alcohol water solution of potassium cyanide and catalytic amounts of cuprous cyanide at 200 °C. The reaction yields the carboxylic acid, not the nitrile, but Rosenmund speculated that the intermediate should be the nitrile. Independently Alfred Pongratz and improved the reaction by changing the reaction conditions to higher temperatures and used no solvent for the reaction. Further improvement of the reaction was done in the following years, for example the use of ionic liquids as solvent for the reaction. See also *Kolbe nitrile synthesis The Kolbe nitrile synthesis is a method for the preparation of alkyl nitriles by reaction of the corresponding alkyl halide with a metal cyani ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Von Braun Reaction
The von Braun reaction is an organic reaction in which a tertiary amine reacts with cyanogen bromide to an organocyanamide. An example is the reaction of ''N'',''N''-dimethyl-1-naphthylamine: These days, most chemist have replaced cyanogen bromide reagent with chloroethyl chloroformate reagent instead. It appears as though Olofson et al. was the first chemist to have reported this. Reaction mechanism The reaction mechanism consists of two nucleophilic substitutions: the amine is the first nucleophile displacing the bromine atom which then acts as the second nucleophile. In following the mechanism is described using trimethylamine as example: First, the trimethylamine reacts with the cyanogen bromide to form a quaternary ammonium salt, which in the next step reacts by splitting off bromomethane to give the dimethylcyanamide. This is a second-order nucleophilic substitution ( SN2). See also * von Braun amide degradation The von Braun amide degradation is the chemical reac ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Von Braun Degradation Reaktionsmechanismus Teil 1 V4
The term ''von'' () is used in German language surnames either as a nobiliary particle indicating a noble patrilineality, or as a simple preposition used by commoners that means ''of'' or ''from''. Nobility directories like the ''Almanach de Gotha'' often abbreviate the noble term ''von'' to ''v.'' In medieval or early modern names, the ''von'' particle was at times added to commoners' names; thus, ''Hans von Duisburg'' meant "Hans from he city ofDuisburg". This meaning is preserved in Swiss toponymic surnames and in the Dutch or Afrikaans ''van'', which is a cognate of ''von'' but does not indicate nobility. Usage Germany and Austria The abolition of the monarchies in Germany and Austria in 1919 meant that neither state has a privileged nobility, and both have exclusively republican governments. In Germany, this means that legally ''von'' simply became an ordinary part of the surnames of the people who used it. There are no longer any legal privileges or constraints ass ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nitrilium
A nitrilium ion is a nitrile that has been protonated, CNHsup>+, or alkylated, CNR′sup>+. Synthesis Nitriles are only weakly basic and are poor nucleophiles, but they will attack very reactive electrophiles such as carbocations. Nitrilium salts can be prepared by reacting nitriles with trialkyloxonium salts. The nitrilium ions thus formed can then be reduced to secondary amines with sodium borohydride in diglyme. This is a convenient route to secondary amines of the form RCH2—NH—R′. As intermediates Nitrilium ions are believed to be intermediates in the hydrolysis of nitriles, the Beckmann rearrangement, the Friedel-Crafts cyclization of amines to isoquinolines, the Schmidt reaction with ketones, and the Ugi, Ritter, Pinner Pinner is a London suburb in the London borough of Harrow, Greater London, England, northwest of Charing Cross, close to the border with Hillingdon, historically in the county of Middlesex. The population was 31,130 in 2011. Originally a m ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oxonium Ion
In chemistry, an oxonium ion is any cation containing an oxygen atom that has three bonds and 1+ formal charge. The simplest oxonium ion is the hydronium ion (). Alkyloxonium Hydronium is one of a series of oxonium ions with the formula R''n''H3−''n''O+. Oxygen is usually pyramidal with an sp3 hybridization. Those with ''n'' = 1 are called primary oxonium ions, an example being protonated alcohol (e.g. methanol). In acidic media, the oxonium functional group produced by protonating an alcohol can be a leaving group in the E2 elimination reaction. The product is an alkene. Extreme acidity, heat, and dehydrating conditions are usually required. Other hydrocarbon oxonium ions are formed by protonation or alkylation of alcohols or ethers (R−C−−R1R2). Secondary oxonium ions have the formula R2OH+, an example being protonated ethers. Tertiary oxonium ions have the formula R3O+, an example being trimethyloxonium. Tertiary alkyloxonium salts are useful alkylating a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Amide
In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula , where R, R', and R″ represent organic groups or hydrogen atoms. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. It can be viewed as a derivative of a carboxylic acid () with the hydroxyl group () replaced by an amine group (); or, equivalently, an acyl (alkanoyl) group () joined to an amine group. Common examples of amides are acetamide (), benzamide (), and dimethylformamide (). Amides are qualified as primary, secondary, and tertiary according to whether the amine subgroup has the form , , or , where R and R' are groups other than hydrogen. The core of amides is called the amide group (specifically, carboxamide group). Amides are pervasive in nature and technology. Proteins and important plastics l ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Von Braun Amide Degradation Scheme
The term ''von'' () is used in German language surnames either as a nobiliary particle indicating a noble patrilineality, or as a simple preposition used by commoners that means ''of'' or ''from''. Nobility directories like the ''Almanach de Gotha'' often abbreviate the noble term ''von'' to ''v.'' In medieval or early modern names, the ''von'' particle was at times added to commoners' names; thus, ''Hans von Duisburg'' meant "Hans from he city ofDuisburg". This meaning is preserved in Swiss toponymic surnames and in the Dutch or Afrikaans ''van'', which is a cognate of ''von'' but does not indicate nobility. Usage Germany and Austria The abolition of the monarchies in Germany and Austria in 1919 meant that neither state has a privileged nobility, and both have exclusively republican governments. In Germany, this means that legally ''von'' simply became an ordinary part of the surnames of the people who used it. There are no longer any legal privileges or constraints ass ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetrahedron (journal)
''Tetrahedron'' is a weekly peer-reviewed scientific journal covering the field of organic chemistry. According to the ''Journal Citation Reports'', ''Tetrahedron'' has a 2020 impact factor of 2.457. ''Tetrahedron'' and Elsevier, its publisher, support an annual symposium. In 2010, complaints were raised over its high subscription cost. Notable papers , the Web of Science lists ten papers from ''Tetrahedron'' that have more than 1000 citations. The four articles that have been cited more than 2000 times are: * – cited 2228 times * – cited 2162 times * – cited 2124 times * – cited 2107 times See also * ''Tetrahedron Letters'' * ''Tetrahedron Computer Methodology'' * ''Polyhedron In geometry, a polyhedron (plural polyhedra or polyhedrons; ) is a three-dimensional shape with flat polygonal faces, straight edges and sharp corners or vertices. A convex polyhedron is the convex hull of finitely many points, not all on th ...'' (journal) Refere ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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