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Haloalkane or alkyl halides are the compounds which have the general formula "RX" where R is an alkyl or substituted alkyl group and X is a halogen (F, Cl, Br, I). Haloalkanes have been known for centuries. Chloroethane was produced in the 15th century. The systematic synthesis of such compounds developed in the 19th century in step with the ...
Alkyl groups that contain one ring have the formula −C n H 2n−1, e.g. cyclopropyl and cyclohexyl. The formula of alkyl radicals are the same as alkyl groups, except the free valence "−" is replaced by the dot "•" and adding "radical" to the name of the alkyl group (e.g. methyl radical •CH 3).
radii of common halogen atoms (gray/black) and the corresponding halide anions (blue) In chemistry, a halide (rarely halogenide [1]) is a binary chemical compound, of which one part is a halogen atom and the other part is an element or radical that is less electronegative (or more electropositive) than the halogen, to make a fluoride, chloride, bromide, iodide, astatide, or theoretically ...
Traditionally, alkyl halides are substrates for dehydrohalogenations. The alkyl halide must be able to form an alkene, thus halides having no C–H bond on an adjacent carbon are not suitable substrates. Aryl halides are also unsuitable. Upon treatment with strong base, chlorobenzene dehydrohalogenates to give phenol via a benzyne intermediate.
The reaction begins with the formation of alkyl/arene-magnesium-halogen compound, followed by addition of proton source to form dehalogenated product. Egorov and his co-workers have reported dehalogenation of benzyl halides using atomic magnesium in 3P state at 600 °C. Toluene and bi-benzyls were produced as the product of the reaction. [9]
The Wurtz–Fittig reaction is the chemical reaction of an aryl halide, alkyl halides, and sodium metal to give substituted aromatic compounds. [1] Following the work of Charles Adolphe Wurtz on the sodium-induced coupling of alkyl halides (the Wurtz reaction), Wilhelm Rudolph Fittig extended the approach to the coupling of an alkyl halide with an aryl halide.
For this reason, alkenyl halides with the formula RCH=CHX are sometimes called vinyl halides. From the perspective of applications, the dominant member of this class of compounds is vinyl chloride, which is produced on the scale of millions of tons per year as a precursor to polyvinyl chloride. [1] Polyvinyl fluoride is another commercial product.
A graph showing the relative reactivities of the different alkyl halides towards S N 1 and S N 2 reactions (also see Table 1). In 1935, Edward D. Hughes and Sir Christopher Ingold studied nucleophilic substitution reactions of alkyl halides and related compounds. They proposed that there were two main mechanisms at work, both of them competing ...