It has been suggested that Cope reaction be merged into this article or section. (Discuss)
The Cope rearrangement is an extensively studied organic reaction involving the [3,3]-sigmatropic rearrangement of 1,5-dienes. For example 3-methyl-1,5-hexadiene heated to 300°C yields 1,5-heptadiene. Image File history File links Please see the file description page for further information. ... It has been suggested that this article or section be merged into Cope rearrangement. ... Organic reactions are chemical reactions between organic compounds. ... A Sigmatropic reaction is a pericyclic reaction where the net result is one sigma bond being changed to another sigma bond. ...
The Cope rearrangement causes the fluxional states of the molecules in the bullvalene family. Image File history File links Download high resolution version (900x183, 1 KB) Description: Chemical structure of Cope rearrangement. ...
Although the cope rearrangement is concerted, it is considered to go via a transition state that is energetically and structurally equivalent to a diradical. This is the best explanation which remains faithful to the uncharged nature of the cope transition state, while preserving the principles of orbital symmetry. This also explains the high energy requirement to perform a cope rearrangement. Although illustrated in the chair conformation, the cope can also occur with cyclohexadienes in the "boat" conformation. In chemistry, a concerted reaction is one that takes place in a single step. ... A collision between reactant molecules may or may not result in a successful reaction. ... Chair conformation is a term used for the most stable chemical structure of a six member single bonded carbon ring. ...
Image File history File links Cope mechanism File history Legend: (cur) = this is the current file, (del) = delete this old version, (rev) = revert to this old version. ...
Variations
Oxy-Cope rearrangement
Heteroatom cope reactions
Aza-cope
References
Cope, A. C.; et al.; J. Am. Chem. Soc.1940, 62, 441.
Rhodds, S. J.; Raulins, N. R.; Org. React.1975, 22, 1-252.
The Coperearrangement is an extensively studied organic reaction involving the [3,3]-sigmatropic rearrangement of 1,5-dienes.
The Coperearrangement causes the fluxional states of the molecules in the bullvalene family.
Although the Coperearrangement is concerted, it is considered to go via a transition state that is energetically and structurally equivalent to a diradical.
The aromatic variation of the Claisen rearrangement is the [3,3]-sigmatropic rearrangement of an allyl phenyl ether to an intermediate which quickly tautomerizes to an ortho-substituted phenol.
The Eschenmoser-Claisen rearrangement proceeds from an allylic alcohol to a γ,δ-unsaturated amide, and was developed by Albert Eschenmoser in 1966.
The Ireland-Claisen rearrangement is the reaction of an allylic acetate with strong base (such as butyl lithium) to give a γ,δ-unsaturated carboxylic acid.
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