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A hydrohalogenation reaction is the electrophilic addition of hydrogen halides like hydrogen chloride or hydrogen bromide to alkenes to yield the corresponding haloalkanes. [ 1 ] [ 2 ] [ 3 ] If the two carbon atoms at the double bond are linked to a different number of hydrogen atoms, the halogen is found preferentially at the carbon with fewer ...
In organic chemistry, the hydrohalogenation reaction is used to prepare halocarbons. For example, chloroethane is produced by hydrochlorination of ethylene : [ 5 ] C 2 H 4 + HCl → CH 3 CH 2 Cl
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. Free radical chlorination is used for the industrial production of some solvents: [2]
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Example Classification notes (type of addition, molecule location, regiochemistry, stereochemistry, etc.) Hydrohalogenation: Can occur either in syn or anti addition fashion, depending on the solution it is in; 50% of each orientation. This reaction is considered Markovnikov because the halogen substituent attaches to the more substituted carbon.
For example, the chlorofluorocarbons have been shown to lead to ozone depletion. Methyl bromide is a controversial fumigant. Only haloalkanes that contain chlorine, bromine, and iodine are a threat to the ozone layer , but fluorinated volatile haloalkanes in theory may have activity as greenhouse gases .
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