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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.
Alkane. In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. [1] Alkanes have the general chemical formula CnH2n+2.
Hydrocarbon. Ball-and-stick model of the methane molecule, CH 4. Methane is part of a homologous series known as the alkanes, which contain single bonds only. In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. [1]: 620 Hydrocarbons are examples of group 14 hydrides.
Hydrohalogenation. 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 ...
Haloalkane. Tetrafluoroethane (a haloalkane) is a colorless liquid that boils well below room temperature (as seen here) and can be extracted from common canned air canisters by simply inverting them during use. The haloalkanes (also known as halogenoalkanes or alkyl halides) are alkanes containing one or more halogen substituents. [1]
A good example of a substitution reaction is halogenation. When chlorine gas (Cl 2) is irradiated, some of the molecules are split into two chlorine radicals (Cl•), whose free electrons are strongly nucleophilic. One of them breaks a C–H covalent bond in CH 4 and grabs the hydrogen atom to form the electrically neutral HCl.
In petrochemical processes, hydrogenation is used to convert alkenes and aromatics into saturated alkanes (paraffins) and cycloalkanes (naphthenes), which are less toxic and less reactive. Relevant to liquid fuels that are stored sometimes for long periods in air, saturated hydrocarbons exhibit superior storage properties.
Saturated and unsaturated compounds. A saturated compound is a chemical compound (or ion) that resists addition reactions, such as hydrogenation, oxidative addition, and binding of a Lewis base. The term is used in many contexts and for many classes of chemical compounds. Overall, saturated compounds are less reactive than unsaturated compounds.