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The Grieco elimination is an organic reaction describing the elimination reaction of an aliphatic primary alcohol through a selenide to a terminal alkene. [ 1 ] [ 2 ] It is named for Paul Grieco . The alcohol first reacts with o -nitrophenylselenocyanate and tributylphosphine to form a selenide via a nucleophilic substitution on the electron ...
In organic chemistry, the E i mechanism (Elimination Internal/Intramolecular), also known as a thermal syn elimination or a pericyclic syn elimination, is a special type of elimination reaction in which two vicinal (adjacent) substituents on an alkane framework leave simultaneously via a cyclic transition state to form an alkene in a syn elimination. [1]
The Chugaev elimination is a chemical reaction that involves the elimination of water from alcohols to produce alkenes. The intermediate is a xanthate . It is named for its discoverer, the Russian chemist Lev Aleksandrovich Chugaev (1873–1922), who first reported the reaction sequence in 1899.
More generally, Zaytsev's rule predicts that in an elimination reaction the most substituted product will be the most stable, and therefore the most favored. The rule makes no generalizations about the stereochemistry of the newly formed alkene, but only the regiochemistry of the elimination reaction. While effective at predicting the favored ...
Elimination reaction of cyclohexanol to cyclohexene with sulfuric acid and heat [1] An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one- or two-step mechanism. [2] The one-step mechanism is known as the E2 reaction, and the two-step mechanism is known as the E1 reaction ...
An alcohol may also be converted to a better leaving group (e.g., xanthate), so as to allow a milder syn-elimination such as the Chugaev elimination and the Grieco elimination. Related reactions include eliminations by β-haloethers (the Boord olefin synthesis ) and esters ( ester pyrolysis ).
Selenoxide elimination (also called α-selenation) [1] is a method for the chemical synthesis of alkenes from selenoxides. It is most commonly used to synthesize α,β-unsaturated carbonyl compounds from the corresponding saturated analogues. [2] It is mechanistically related to the Cope reaction.
All elimination reactions involve the removal of two substituents from a pair of atoms in a compound. Alkene, alkynes, or similar heteroatom variations (such as carbonyl and cyano) will form. The E1cB mechanism is just one of three types of elimination reaction. The other two elimination reactions are E1 and E2 reactions.