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Nysted Reagent
The Nysted reagent is a reagent used in organic synthesis for the methylenation of a carbonyl group. It was discovered in 1975 by Leonard N. Nysted in Chicago, Illinois. It was originally prepared by reacting dibromomethane and activated zinc in THF. A proposed mechanism for the methenylation reaction runs as follows: A similar reagent is Tebbe's reagent. In the Nysted olefination, the Nysted reagent reacts with TiCl4 to methylenate a carbonyl group. The biggest problem with these reagents are that the reactivity has not been well documented. It is believed that the TiCl4 acts as a mediator in the reaction. Nysted reagent can methylenate different carbonyl groups in the presence of different mediators. For example, in the presence of BF3•OEt2, the reagent will methylenate aldehydes. On the other hand, in the presence of TiCl4, TiCl3 or TiCl2 and BF3•OEt2, the reagent can methylenate ketones. Most commonly, it is used to methylenate ketones because of their general dif ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Reagent
In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a substance ''consumed'' in the course of a chemical reaction. ''Solvents'', though involved in the reaction mechanism, are usually not called reactants. Similarly, ''catalysts'' are not consumed by the reaction, so they are not reactants. In biochemistry, especially in connection with enzyme-catalyzed reactions, the reactants are commonly called substrates. Definitions Organic chemistry In organic chemistry, the term "reagent" denotes a chemical ingredient (a compound or mixture, typically of inorganic or small organic molecules) introduced to cause the desired transformation of an organic substance. Examples include the Collins reagent, Fenton's reagent, and Grignard reagents. Analytical chemistry In analytical chemistry, a reagent ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Synthesis
Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one of the most important branches of organic chemistry. There are several main areas of research within the general area of organic synthesis: ''total synthesis'', ''semisynthesis'', and ''methodology''. Total synthesis A total synthesis is the complete chemical synthesis of complex organic molecules from simple, commercially available petrochemical or natural precursors. Total synthesis may be accomplished either via a linear or convergent approach. In a ''linear'' synthesis—often adequate for simple structures—several steps are performed one after another until the molecule is complete; the chemical compounds made in each step are called synthetic intermediates. Most often, each step in a synthesis refers to a separate rea ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methylenation
In organic chemistry, methylenation is a chemical reaction that inserts a methylene () group into a chemical compound: :\ce + \longrightarrow \ce\ce Typically, the reaction is used to prepare terminal alkenes from aldehydes and, less frequently, ketones. Methods Methylene-for-oxo reactions A common method for methylenation involves the Wittig reaction using methylenetriphenylphosphorane with an aldehyde (Ph = phenyl, ): :RCHO + Ph3P=CH2 -> RCH=CH2 + Ph3PO A related reaction can be accomplished with Tebbe's reagent, which is sufficiently versatile to allow methylenation of esters: :RCO2R' + Cp2Ti(Cl)CH2AlMe2 -> RC(OR')=CH2 + Cp2TiOAlMe2Cl Other less well-defined titanium reagents, e.g., Lombardo's reagent, effect similar transformations. : Carbanions derived from methylsulfones have also been employed, equivalently to the Wittig reaction. Other approaches Ethenolysis is a method for methylenation of internal alkene as illustrated by the following example: :\ce + \longrighta ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbonyl Group
In organic chemistry, a carbonyl group is a functional group composed of a carbon atom double-bonded to an oxygen atom: C=O. It is common to several classes of organic compounds, as part of many larger functional groups. A compound containing a carbonyl group is often referred to as a carbonyl compound. The term carbonyl can also refer to carbon monoxide as a ligand in an inorganic or organometallic complex (a metal carbonyl, e.g. nickel carbonyl). The remainder of this article concerns itself with the organic chemistry definition of carbonyl, where carbon and oxygen share a double bond. Carbonyl compounds In organic chemistry, a carbonyl group characterizes the following types of compounds: Other organic carbonyls are urea and the carbamates, the derivatives of acyl chlorides chloroformates and phosgene, carbonate esters, thioesters, lactones, lactams, hydroxamates, and isocyanates. Examples of inorganic carbonyl compounds are carbon dioxide and carbonyl sulfide. A ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nysted Reaction
Nysted is a town in Guldborgsund Municipality in Region Zealand on the southeastern coast of the island of Lolland in south Denmark. Nysted is located on the southern coast of Lolland, and has a population of 1,292 (1 January 2022).BY3: Population 1. January by rural and urban areas, area and population density The Mobile Statbank from History 
The town and harbour originated during the
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Tebbe's Reagent
Tebbe's reagent is the organometallic compound with the formula (C5H5)2TiCH2ClAl(CH3)2. It is used in the methylenation of carbonyl compounds, that is it converts organic compounds containing the R2C=O group into the related R2C=CH2 derivative. It is a red solid that is pyrophoric in the air, and thus is typically handled with air-free techniques. It was originally synthesized by Fred Tebbe at DuPont Central Research. Tebbe's reagent contains two tetrahedral metal centers linked by a pair of bridging ligands. The titanium has two cyclopentadienyl (, or Cp) rings and aluminium has two methyl groups. The titanium and aluminium atoms are linked together by both a methylene bridge (-CH2-) and a chloride atom in a nearly square-planar (Ti–CH2–Al–Cl) geometry. The Tebbe reagent was the first reported compound where a methylene bridge connects a transition metal (Ti) and a main group metal (Al).Herrmann, W.A., "The Methylene Bridge" ''Advances in Organometallic Chemistry'' 1982, '' ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Wittig Reaction
The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes. Most often, the Wittig reaction is used to introduce a methylene group using methylenetriphenylphosphorane (Ph3P=CH2). Using this reagent, even a sterically hindered ketone such as camphor can be converted to its methylene derivative. Stereochemistry For the reaction with aldehydes, the double bond geometry is readily predicted based on the nature of the ylide. With unstabilised ylides (R3 = alkyl) this results in (''Z'')-alkene product with moderate to high selectivity. With stabilized ylides (R3 = ester or ketone), the (''E'')-alkene is formed with high selectivity. The (''E'')/(''Z'') selectivity is often poor with semistabilized ylides (R3 = aryl). To obtain the (''E'')-alkene for unstabilized ylides, the Schlosser modification of the W ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Petasis Reagent
The Petasis reagent, named after Nicos A. Petasis, is an organotitanium compound with the formula Cp2Ti(CH3)2. It is an orange-colored solid. Preparation and use The Petasis reagent is prepared by the salt metathesis reaction of methylmagnesium chloride or methyllithium with titanocene dichloride: : Cp2TiCl2 + 2 CH3MgCl → Cp2Ti(CH3)2 + 2 MgCl2 This compound is used for the transformation of carbonyl groups to terminal alkenes. It exhibits similar reactivity to the Tebbe reagent and Wittig reaction. Unlike the Wittig reaction, the Petasis reagent can react with a wide range of aldehydes, ketones and esters. The Petasis reagent is also very air stable, and is commonly used in solution with toluene or THF. The Tebbe reagent and the Petasis reagent share a similar reaction mechanism. The active olefinating reagent, Cp2TiCH2, is generated in situ upon heating. With the organic carbonyl, this titanium carbene forms a four membered oxatitanacyclobutane that releases the te ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organozinc Compound
Organozinc compounds in organic chemistry contain carbon (C) to zinc (Zn) chemical bonds. Organozinc chemistry is the science of organozinc compounds describing their physical properties, synthesis and reactions.The Chemistry of Organozinc Compounds' (Patai Series, (Eds. Z. Rappoport and I. Marek), John Wiley & Sons: Chichester, UK, 2006, .''Organozinc reagents – A Practical Approach'', (Eds. P. Knochel and P. Jones), Oxford Medical Publications, Oxford, 1999, . Organozinc compounds were among the first organometallic compounds made. They are less reactive than many other analogous organometallic reagents, such as Grignard and organolithium reagents. In 1848 Edward Frankland prepared the first organozinc compound, diethylzinc, by heating ethyl iodide in the presence of zinc metal.E. Frankland, Liebigs Ann. Chem.,1849, 71, 171 This reaction produced a volatile colorless liquid that spontaneous combusted upon contact with air. Due to their pyrophoric nature, organozinc compounds a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organozinc Compounds
Organozinc compounds in organic chemistry contain carbon (C) to zinc (Zn) chemical bonds. Organozinc chemistry is the science of organozinc compounds describing their physical properties, synthesis and reactions.The Chemistry of Organozinc Compounds' (Patai Series, (Eds. Z. Rappoport and I. Marek), John Wiley & Sons: Chichester, UK, 2006, .''Organozinc reagents – A Practical Approach'', (Eds. P. Knochel and P. Jones), Oxford Medical Publications, Oxford, 1999, . Organozinc compounds were among the first organometallic compounds made. They are less reactive than many other analogous organometallic reagents, such as Grignard and organolithium reagents. In 1848 Edward Frankland prepared the first organozinc compound, diethylzinc, by heating ethyl iodide in the presence of zinc metal.E. Frankland, Liebigs Ann. Chem.,1849, 71, 171 This reaction produced a volatile colorless liquid that spontaneous combusted upon contact with air. Due to their pyrophoric nature, organozinc compounds a ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Reagents For Organic Chemistry
In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a substance ''consumed'' in the course of a chemical reaction. ''Solvents'', though involved in the reaction mechanism, are usually not called reactants. Similarly, ''catalysts'' are not consumed by the reaction, so they are not reactants. In biochemistry, especially in connection with enzyme-catalyzed reactions, the reactants are commonly called substrates. Definitions Organic chemistry In organic chemistry, the term "reagent" denotes a chemical ingredient (a compound or mixture, typically of inorganic or small organic molecules) introduced to cause the desired transformation of an organic substance. Examples include the Collins reagent, Fenton's reagent, and Grignard reagents. Analytical chemistry In analytical chemistry, a reagent ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
