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Carboboration
In organic chemistry, carboboration is an addition of both a carbon and a boron moiety to certain carbon-containing double and triple bonds, such as alkenes, alkynes, and allenes. In the synthesis of organic compounds, this chemical reaction is used to install a new carbon-carbon bond and carbon-boron bond. The product of carboboration reactions are organoborane compounds which prove to be useful in organic synthesis, containing both a new carbon group and a boron handle for further functionalization. This carbon-boron bond allows for organoboron chemistry, which facilitates a wide variety of chemical transformations such as oxidation and the Suzuki Reaction. The carbon-boron bond can be transformed into a variety of functional groups and moieties, making it highly useful in pharmaceutical chemistry and organic synthesis. Carboboration was developed soon after the advent and widespread use of hydroboration. Carboboration is often facilitated via catalysis, often employing transitio ...
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Hydroboration
In organic chemistry, hydroboration refers to the addition of a hydrogen-boron bond to certain double and triple bonds involving carbon (, , , and ). This chemical reaction is useful in the organic synthesis of organic compounds. Hydroboration produces organoborane compounds that react with a variety of reagents to produce useful compounds, such as alcohols, amines, or alkyl halides. The most widely known reaction of the organoboranes is oxidation to produce alcohols from alkenes. The development of this technology and the underlying concepts were recognized by the Nobel Prize in Chemistry to Herbert C. Brown. Borane adducts Much of the original work on hydroboration employed diborane as a source of BH3. Usually however, borane dimethylsulfide complex BH3S(CH3)2 (BMS) is used instead. It can be obtained in highly concentrated forms. The adduct BH3(THF) is also commercially available as THF solutions. Its shelf life is less than BMS. In terms of synthetic results, dibor ...
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Organic Chemistry
Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; Greeves, N. and Warren, S. (2012) ''Organic Chemistry''. Oxford University Press. pp. 1–15. . Study of structure determines their structural formula. Study of properties includes Physical property, physical and Chemical property, chemical properties, and evaluation of Reactivity (chemistry), chemical reactivity to understand their behavior. The study of organic reactions includes the organic synthesis, chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical (in silico) study. The range of chemicals studied chemistry includes hydrocarbons (compounds containing only carbon and hydrogen) as well as compounds based on carbon, but a ...
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1,2-rearrangement
A 1,2-rearrangement or 1,2-migration or 1,2-shift or Frank C. Whitmore, Whitmore 1,2-shift is an organic reaction where a substituent moves from one atom to another atom in a chemical compound. In a 1,2 shift the movement involves two adjacent atoms but moves over larger distances are possible. In the example below the substituent R moves from carbon atom C2 to C3. The rearrangement is Intramolecular reaction, intramolecular and the starting compound and reaction product are structural isomers. The 1,2-rearrangement belongs to a broad class of chemical reactions called rearrangement reactions. A rearrangement involving a hydrogen atom is called a 1,2-hydride shift. If the substituent being rearranged is an alkyl group, it is named according to the alkyl group's anion: i.e. 1,2-methanide shift, 1,2-ethanide shift, etc. Reaction mechanism A 1,2-rearrangement is often initialised by the formation of a reactive intermediate such as: *a carbocation by Heterolysis (chemistry), het ...
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Modern Wrackmeyer Reaction Examples
Modern may refer to: History *Modern history ** Early Modern period ** Modern age, Late Modern period *** 18th century *** 19th century *** 20th century ** Contemporary history * Moderns, a faction of Freemasonry that existed in the 18th century Philosophy and sociology * Modernity, a loosely defined concept delineating a number of societal, economic and ideological features that contrast with "pre-modern" times or societies ** Late modernity Art * Modernism ** Modernist poetry * Modern art, a form of art * Modern dance, a dance form developed in the early 20th century * Modern architecture, a broad movement and period in architectural history ** Moderne, multiple architectural styles ** Modernisme a.k.a. Catalan Modernism * Modern music (other) Geography *Modra, a Slovak city, referred to in the German language as "Modern" Typography * Modern (typeface), a raster font packaged with Windows XP * Another name for the typeface classification known as Didone (typography) ...
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Examples Of Wrackmeyer Reaction
Example may refer to: * ''exempli gratia'' (e.g.), usually read out in English as "for example" * .example, reserved as a domain name that may not be installed as a top-level domain of the Internet ** example.com, example.net, example.org, and example.edu: second-level domain names reserved for use in documentation as examples * HMS Example (P165), HMS ''Example'' (P165), an Archer-class patrol and training vessel of the Royal Navy Arts * ''The Example'', a 1634 play by James Shirley * The Example (comics), ''The Example'' (comics), a 2009 graphic novel by Tom Taylor and Colin Wilson * Example (musician), the British dance musician Elliot John Gleave (born 1982) * Example (album), ''Example'' (album), a 1995 album by American rock band For Squirrels See also

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Zwitterionic Intermediate In Wrackmeyer Reaction
In chemistry, a zwitterion ( ; ), also called an inner salt or dipolar ion, is a molecule that contains an equal number of positively and negatively charged functional groups. : (1,2-dipolar compounds, such as ylides, are sometimes excluded from the definition.) Some zwitterions, such as amino acid zwitterions, are in equilibrium chemistry, chemical equilibrium with an uncharged "parent" molecule. Betaines are zwitterions that cannot Isomerization, isomerize to an all-neutral form, such as when the positive charge is located on a quaternary ammonium group. Similarly, a molecule containing a phosphonium group and a carboxylate group cannot isomerize. Amino acids tautomer, Tautomerism of amino acids follows this stoichiometry: : The ratio of the concentrations of the two species in solution is independent of pH. It has been suggested, on the basis of theoretical analysis, that the zwitterion is stabilized in aqueous solution by hydrogen bonding with solvent water molecules. Anal ...
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Catalytic Cycle
In chemistry, a catalytic cycle is a multistep reaction mechanism that involves a catalyst. The catalytic cycle is the main method for describing the role of catalysts in biochemistry, organometallic chemistry, bioinorganic chemistry, materials science, etc. Since catalysts are regenerated, catalytic cycles are usually written as a sequence of chemical reactions in the form of a loop. In such loops, the initial step entails binding of one or more reactants by the catalyst, and the final step is the release of the product and regeneration of the catalyst. Articles on the Monsanto process, the Wacker process, and the Heck reaction show catalytic cycles. A catalytic cycle is not necessarily a full reaction mechanism. For example, it may be that the intermediates have been detected, but it is not known by which mechanisms the actual elementary reactions occur. Precatalysts Precatalysts are not catalysts but are ''precursors'' to catalysts. Precatalysts are converted in the r ...
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Electron-withdrawing Group
An electron-withdrawing group (EWG) is a Functional group, group or atom that has the ability to draw electron density toward itself and away from other adjacent atoms. This electron density transfer is often achieved by resonance or inductive effects. Electron-withdrawing groups have significant impacts on fundamental chemical processes such as acid-base reactions, redox potentials, and substitution reactions. Consequences of EWGs Effects on Brønsted–Lowry acidity Electron-withdrawing groups exert an "Inductive effect, inductive" or "electron-pulling" effect on covalent bonds. The strength of the electron-withdrawing group is inversely proportional to the Acid dissociation constant, pKa of the carboxylic acid. : The inductive effect is cumulative: trichloroacetic acid is 1000× stronger than chloroacetic acid. : :The impact of the EWG on pKa decreases with distances from the carboxylic group. For benzoic acids, the effect is quantified by the Hammett equation: :\log ...
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Lewis Acids And Bases
A Lewis acid (named for the American physical chemist Gilbert N. Lewis) is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any species that has a filled orbital containing an electron pair which is not involved in bonding but may form a dative bond with a Lewis acid to form a Lewis adduct. For example, NH3 is a Lewis base, because it can donate its lone pair of electrons. Trimethylborane CH3)3Bis a Lewis acid as it is capable of accepting a lone pair. In a Lewis adduct, the Lewis acid and base share an electron pair furnished by the Lewis base, forming a dative bond. In the context of a specific chemical reaction between NH3 and Me3B, a lone pair from NH3 will form a dative bond with the empty orbital of Me3B to form an adduct NH3•BMe3. The terminology refers to the contributions of Gilbert N. Lewis. From p. 142: "We are inclined to think of substances as po ...
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Trigonal Planar Molecular Geometry
In chemistry, trigonal planar is a molecular geometry model with one atom at the center and three atoms at the corners of an equilateral triangle, called peripheral atoms, all in one plane. In an ideal trigonal planar species, all three ligands are identical and all bond angles are 120°. Such species belong to the point group D3h. Molecules where the three ligands are not identical, such as H2CO, deviate from this idealized geometry. Examples of molecules with trigonal planar geometry include boron trifluoride (BF3), formaldehyde (H2CO), phosgene (COCl2), and sulfur trioxide (SO3). Some ions with trigonal planar geometry include nitrate (), carbonate (), and guanidinium (). In organic chemistry, planar, three-connected carbon centers that are trigonal planar are often described as having sp2 hybridization. Nitrogen inversion is the distortion of pyramidal amines through a transition state that is trigonal planar. Pyramidalization is a distortion of this molecular shape towa ...
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Borane
Borane is an inorganic compound with the chemical formula . Because it tends to dimerize or form adducts, borane is very rarely observed. It normally dimerizes to diborane in the absence of other chemicals. It can be observed directly as a continuously produced, transitory, product in a flow system or from the reaction of laser ablated atomic boron with hydrogen. Structure and properties BH3 is a trigonal planar molecule with D3h symmetry. The experimentally determined B–H bond length is 119  pm. In the absence of other bases, it dimerizes to form diborane. Thus, it is an intermediate in the preparation of diborane according to the reaction: :BX3 +BH4− → HBX3− + (BH3) (X=F, Cl, Br, I) :2 BH3 → B2H6 The standard enthalpy of dimerization of BH3 is estimated to be −170 kJ mol−1. The boron atom in BH3 has 6 valence electrons. Consequently, it is a strong Lewis acid and reacts with any Lewis base ('L' in equation below) to form an adduct: :BH3 + L � ...
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Zwitterion
In chemistry, a zwitterion ( ; ), also called an inner salt or dipolar ion, is a molecule that contains an equal number of positively and negatively charged functional groups. : (1,2- dipolar compounds, such as ylides, are sometimes excluded from the definition.) Some zwitterions, such as amino acid zwitterions, are in chemical equilibrium with an uncharged "parent" molecule. Betaines are zwitterions that cannot isomerize to an all-neutral form, such as when the positive charge is located on a quaternary ammonium group. Similarly, a molecule containing a phosphonium group and a carboxylate group cannot isomerize. Amino acids Tautomerism of amino acids follows this stoichiometry: : The ratio of the concentrations of the two species in solution is independent of pH. It has been suggested, on the basis of theoretical analysis, that the zwitterion is stabilized in aqueous solution by hydrogen bonding with solvent water molecules. Analysis of neutron diffraction data for g ...
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