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In a free-radical addition, there are two chain propagation steps. In one, the adding radical attaches to a multiply-bonded precursor to give a radical with lesser bond order. In the other, the newly-formed radical product abstracts another substituent from the adding reagent to regenerate the adding radical. [3]: 743–744
A substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. [1] Substitution reactions are of prime importance in organic chemistry.
Addition rather than substitution takes place, due to the very high C–H bond dissociation energy (112 kcal/mol) that disfavors abstraction of a hydrogen atom. Addition of Cl 2 destroys the aromaticity of the benzene ring, and the addition of two more Cl 2 molecules is rapid compared to the first. Hence, only thrice-dichlorinated product can ...
Benzene is sufficiently nucleophilic that it undergoes substitution by acylium ions and alkyl carbocations to give substituted derivatives. Electrophilic aromatic substitution of benzene. The most widely practiced example of this reaction is the ethylation of benzene. Approximately 24,700,000 tons were produced in 1999. [73]
Consider para-disubstituted benzene p-F-C 6 H 4-Z, where Z is a substituent such as NH 2, NO 2, etc. The fluorine atom is para with respect to the substituent Z in the benzene ring. The image on the right shows four distinguished ring carbon atoms, C1, C2, C3, C4 in p-F-C 6 H 4-Z molecule. The carbon with Z is defined as C1(ipso) and ...
Electrophilic substitution reactions are chemical reactions in which an electrophile displaces a functional group in a compound, which is typically, but not always, aromatic. Aromatic substitution reactions are characteristic of aromatic compounds and are common ways of introducing functional groups into benzene rings.
Compared to benzene, the rate of electrophilic substitution on pyridine is much slower, due to the higher electronegativity of the nitrogen atom. Additionally, the nitrogen in pyridine easily gets a positive charge either by protonation (from nitration or sulfonation ) or Lewis acids (such as AlCl 3 ) used to catalyze the reaction.
Halogenation of benzene where X is the halogen, catalyst represents the catalyst (if needed) and HX represents the protonated base. A few types of aromatic compounds, such as phenol, will react without a catalyst, but for typical benzene derivatives with less reactive substrates, a Lewis acid is required as a catalyst.