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In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. [1] This kind of conversion is in fact so common that a comprehensive overview is challenging.
For example, consider radical bromination of toluene: [5] bromination of toluene with hydrobromic acid and hydrogen peroxide in water. This reaction takes place on water instead of an organic solvent and the bromine is obtained from oxidation of hydrobromic acid with hydrogen peroxide. An incandescent light bulb suffices to radicalize.
Regiochemistry follows from the reaction mechanism, which exhibits halogen attack on the least-hindered unsaturated carbon. The mechanism for this chain reaction resembles free radical halogenation, in which the peroxide promotes formation of the bromine radical. However, this process is restricted to addition of HBr.
For example, phenols and anilines react quickly with chlorine and bromine water to give multihalogenated products. Many detailed laboratory procedures are available. [ 5 ] For alkylbenzene derivatives, e.g. toluene , the alkyl positions tend to be halogenated by free radical conditions, whereas ring halogenation is favored in the presence of ...
Toluene (or methylbenzene) is a common chemical found in chemistry laboratories. An alkylbenzene is a chemical compound that contains a monocyclic aromatic ring attaching to one or more saturated hydrocarbon chains. [1] Alkylbenzenes are derivatives of benzene, in which one or more hydrogen atoms are replaced by alkyl groups.
In organic chemistry, an electrophilic aromatic halogenation is a type of electrophilic aromatic substitution. This organic reaction is typical of aromatic compounds and a very useful method for adding substituents to an aromatic system.
An example is the conversion of alkyl chloride into alkyl fluoride: C 3 H 5-Cl + NaF → R-F + NaCl. This kind of reaction is called Finkelstein reaction. [2] However, it is also possible, for example, to produce phosphorus fluoride compounds by transhalogenating chlorine, bromine or iodine bound to phosphorus with a metal fluoride. [3]
In chemistry, the tricapped trigonal prismatic molecular geometry describes the shape of compounds where nine atoms, groups of atoms, or ligands are arranged around a central atom, defining the vertices of a triaugmented triangular prism (a trigonal prism with an extra atom attached to each of its three rectangular faces). [1]