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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.
In chemistry, the haloform reaction (also referred to as the Lieben haloform reaction) is a chemical reaction in which a haloform (CHX 3, where X is a halogen) is produced by the exhaustive halogenation of an acetyl group (R−C(=O)CH 3, where R can be either a hydrogen atom, an alkyl or an aryl group), in the presence of a base.
Halogenation of saturated hydrocarbons is a substitution reaction. The reaction typically involves free radical pathways. The regiochemistry of the halogenation of alkanes is largely determined by the relative weakness of the C–H bonds. This trend is reflected by the faster reaction at tertiary and secondary positions.
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 Lewis acids. [6] The decolouration of bromine water by electron-rich arenes is used in the bromine test. Reaction between benzene and halogen to form an halogenobenzene
The simplest member, toluene (or methylbenzene), has the hydrogen atom of the benzene ring replaced by a methyl group. The chemical formula of alkylbenzenes is C n H 2n-6. [2] Safety hazards of toluene. Oftentimes, toluene is used as an organic solvent.
A halogen addition reaction is a simple organic reaction where a halogen molecule is added to the carbon–carbon double bond of an alkene functional group. [1]The general chemical formula of the halogen addition reaction is:
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.
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]