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Dehydrohalogenation to give an alkene In chemistry , dehydrohalogenation is an elimination reaction which removes a hydrogen halide from a substrate . The reaction is usually associated with the synthesis of alkenes , but it has wider applications.
Upon treatment with basic nucleophiles, aryl halides deprotonate alpha to the leaving group, resulting in dehydrohalogenation. Isotope exchange studies indicate that for aryl fluorides and, sometimes, aryl chlorides, the elimination event proceeds in two steps, deprotonation, followed by expulsion of the nucleophile.
In it, Zaytsev proposed a purely empirical rule for predicting the favored regiochemistry in the dehydrohalogenation of alkyl iodides, though it turns out that the rule is applicable to a variety of other elimination reactions as well. While Zaytsev's paper was well referenced throughout the 20th century, it was not until the 1960s that ...
Scheme for dehalogenation reaction (R = alkyl or aryl group, X = I, Cl, Br, F) In organic chemistry, dehalogenation is a set of chemical reactions that involve the cleavage of carbon-halogen bonds; as such, it is the inverse reaction of halogenation.
An example of modest stereoselectivity is the dehydrohalogenation of 2-iodobutane which yields 60% trans-2-butene and 20% cis-2-butene. [5] Since alkene geometric isomers are also classified as diastereomers, this reaction would also be called diastereoselective.
The nature of the substrate determines the pathway. The facility of halogenation is influenced by the halogen. Fluorine and chlorine are more electrophilic and are more aggressive halogenating agents. Bromine is a weaker halogenating agent than both fluorine and chlorine, while iodine is the least reactive of them all.
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]
Dichlorodiphenyldichloroethylene (DDE) is a chemical compound formed by the loss of hydrogen chloride (dehydrohalogenation) from DDT, of which it is one of the more ...