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Vinylation
In organic chemistry, vinylation is the process of attaching a vinyl group () to a substrate. Many organic compounds contain vinyl groups, so the process has attracted significant interest, especially since the reaction scope includes substituted vinyl groups. The reactions can be classified according to the source of the vinyl group. Nucleophilic vinyl reagents Vinyl lithium and vinyl magnesium bromide are sources of "", which add to ketones and aldehydes. Vinylsiloxane and vinylboranes have also been used as sources of vinyl anion equivalents.These types of reactions require catalysts such as those based on palladium. Vinylation with alkenes The Heck reaction couples an unsaturated halide with an alkene. Base and a palladium catalyst are required. This reaction is a way to substitute alkenes. Vinylation with acetylene As originally developed by Walter Reppe, acetylene participates in a variety of metal- or base-catalyzed reaction to afford vinyl derivatives. Alcoho ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrovinylation
In organic chemistry, hydrovinylation is the formal insertion of an alkene into the C-H bond of ethylene (): : The more general reaction, hydroalkenylation, is the formal insertion of an alkene into the C-H bond of any terminal alkene. The reaction is catalyzed by metal complexes. A representative reaction is the conversion of styrene and ethylene to 3-phenybutene: :\ce + \longrightarrow \ce Ethylene dimerization The dimerization of ethylene which gives 1-butene is another example of a hydrovinylation. In the Dimersol and Alphabutol Processes, alkenes are dimerized for the production of gasoline and for comonomers such as 1-butene. These processes operate at several refineries across the world at the scales of about 400,000 tons/year (2006 report). 1-Butene is amenable to isomerization to 2-butenes, which is used in olefin conversion technology to give propylene. In organic synthesis The addition can be done highly regio- and stereoselectively, although the choices of ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vinyl Lithium
Vinyllithium is an organolithium compound with the formula LiC2H3. A colorless or white solid, it is encountered mainly as a solution in tetrahydrofuran (THF). It is a reagent in synthesis of organic compounds, especially for vinylations.. Preparation and structure Solutions of vinyllithium are prepared by lithium-halogen exchange reactions. A halide-free route entails reaction of tetravinyltin with butyllithium: :Sn(CH=CH2)4 + 4 BuLi → SnBu4 + 4 LiCH=CH2 The reaction of ethylene and lithium affords vinyl lithium and lithium hydride, together with other organolithium compounds, Like most organolithium compounds, vinyllithium crystallizes from THF as a cluster compound as a cubane-type cluster. Reactions Vinyllithium is used to install vinyl groups on metal-based reagents, i.e., vinylations. It is a precursor to vinylsilanes, vinylcuprates, and vinylstannanes. It adds to ketones compounds to give allylic alcohols. Vinylmagnesium bromide is often used in place ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Heck Reaction
The Heck reaction (also called the Mizoroki–Heck reaction) is the chemical reaction of an unsaturated halide (or triflate) with an alkene in the presence of a base and a palladium catalyst to form a substituted alkene. It is named after Tsutomu Mizoroki and Richard F. Heck. Heck was awarded the 2010 Nobel Prize in Chemistry, which he shared with Ei-ichi Negishi and Akira Suzuki, for the discovery and development of this reaction. This reaction was the first example of a carbon-carbon bond-forming reaction that followed a Pd(0)/Pd(II) catalytic cycle, the same catalytic cycle that is seen in other Pd(0)-catalyzed cross-coupling reactions. The Heck reaction is a way to substitute alkenes. History The original reaction by Tsutomu Mizoroki (1971) describes the coupling between iodobenzene and styrene in methanol to form stilbene at 120 °C ( autoclave) with potassium acetate base and palladium chloride catalysis. This work was an extension of earlier work by Fu ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkene
In organic chemistry, an alkene, or olefin, is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or at the terminal position. Terminal alkenes are also known as Alpha-olefin, α-olefins. The International Union of Pure and Applied Chemistry (IUPAC) Preferred IUPAC name, recommends using the name "alkene" only for Open-chain compound, acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc. for Cyclic compound, cyclic ones; and "olefin" for the general class – cyclic or acyclic, with one or more double bonds. Acyclic alkenes, with only one double bond and no other functional groups (also known as mono-enes) form a homologous series of hydrocarbons with the general formula with ''n'' being a >1 natural number (which is two hydrogens less than the corresponding alkane). When ''n'' is four or more, isomers are possible, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ethylene
Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon–carbon bond, carbon–carbon double bonds). Ethylene is widely used in the chemical industry, and its worldwide production (over 150 million tonnes in 2016) exceeds that of any other organic compound. Much of this production goes toward creating polyethylene, which is a widely used plastic containing polymer chains of ethylene units in various chain lengths. Production greenhouse gas emissions, emits greenhouse gases, including methane from feedstock production and carbon dioxide from any non-sustainable energy used. Ethylene is also an important natural plant hormone and is used in agriculture to induce ripening of fruits. The hydrate of ethylene is ethanol. Structure and properties This hydrocarbon has four hydrogen atoms bound to a pair of carbon atoms that are con ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vinyl Acetate
Vinyl acetate is an organic compound with the Chemical formula, formula CH3CO2CH=CH2. This colorless liquid is the precursor to polyvinyl acetate, ethylene-vinyl acetate copolymers, polyvinyl alcohol, and other important industrial polymers. Production The worldwide production capacity of vinyl acetate was estimated at 6,969,000 tonnes/year in 2007, with most capacity concentrated in the United States (1,585,000 all in Texas), China (1,261,000), Japan (725,000) and Taiwan (650,000). The average list price for 2008 was US$1600/tonne. Celanese is the largest producer (ca 25% of the worldwide capacity), while other significant producers include China Petrochemical Corporation (7%), Chang Chun Group (6%), and LyondellBasell (5%). Vinyl acetate is mainly (80%) polymerized, and the resulting polymer is hydrolyzed to give polyvinvyl alcohol. Preparation Vinyl acetate is the acetate ester of vinyl alcohol. Since vinyl alcohol is highly unstable (with respect to acetaldehyde), the prepara ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vinyl Group
In organic chemistry, a vinyl group (abbr. Vi; IUPAC name: ethenyl group) is a functional group with the formula . It is the ethylene (IUPAC name: ethene) molecule () with one fewer hydrogen atom. The name is also used for any compound containing that group, namely where R is any other group of atoms. An industrially important example is vinyl chloride, precursor to PVC, a plastic commonly known as ''vinyl''. Vinyl is one of the alkenyl functional groups. On a carbon skeleton, sp2-hybridized carbons or positions are often called vinylic. Allyls, acrylates and styrenics contain vinyl groups. (A styrenic crosslinker with two vinyl groups is called '' divinyl benzene''.) Vinyl polymers Vinyl groups can polymerize with the aid of a radical initiator or a catalyst, forming vinyl polymers. Vinyl polymers contain no vinyl groups. Instead they are saturated. The following table gives some examples of vinyl polymers. Synthesis and reactivity Vinyl derivatives are alke ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vinyl Formate
Vinyl formate is an organic compound with the formula . It is the ester formally derived from formic acid and vinyl alcohol Vinyl alcohol, also called ethenol (IUPAC name; not ethanol) or ethylenol, is the simplest enol. With the formula , it is a labile compound that converts to acetaldehyde immediately upon isolation near room temperature. It is not a practical prec .... Although rare commercially, it occurs naturally. It can be prepared by transvinylation, say by treating vinyl versatate with formic acid in the presence of a mercury(II) catalyst..{{cite journal , doi=10.1016/S0040-4020(01)97407-1, title=A novel synthesis of vinyl esters from vinylversatate-10 , year=1974 , last1=Mondal , first1=M.A.S. , last2=Van Der Meer , first2=R. , last3=German , first3=A.L. , last4=Heikens , first4=D. , journal=Tetrahedron , volume=30 , issue=23–24 , pages=4205–4207 , url=https://pure.tue.nl/ws/files/1891750/621159.pdf References Monomers Vinyl esters Formates ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Vinyl Acetate
Vinyl acetate is an organic compound with the Chemical formula, formula CH3CO2CH=CH2. This colorless liquid is the precursor to polyvinyl acetate, ethylene-vinyl acetate copolymers, polyvinyl alcohol, and other important industrial polymers. Production The worldwide production capacity of vinyl acetate was estimated at 6,969,000 tonnes/year in 2007, with most capacity concentrated in the United States (1,585,000 all in Texas), China (1,261,000), Japan (725,000) and Taiwan (650,000). The average list price for 2008 was US$1600/tonne. Celanese is the largest producer (ca 25% of the worldwide capacity), while other significant producers include China Petrochemical Corporation (7%), Chang Chun Group (6%), and LyondellBasell (5%). Vinyl acetate is mainly (80%) polymerized, and the resulting polymer is hydrolyzed to give polyvinvyl alcohol. Preparation Vinyl acetate is the acetate ester of vinyl alcohol. Since vinyl alcohol is highly unstable (with respect to acetaldehyde), the prepara ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
