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For example, the reaction of HCl with ethylene furnishes chloroethane. The reaction proceeds with a cation intermediate, being different from the above halogen addition. An example is shown below: Proton (H +) adds (by working as an electrophile) to one of the carbon atoms on the alkene to form cation 1.
This reaction is similar to nucleophilic aliphatic substitution where the reactant is a nucleophile rather than an electrophile. The four possible electrophilic aliphatic substitution reaction mechanisms are S E 1, S E 2(front), S E 2(back) and S E i (Substitution Electrophilic), which are also similar to the nucleophile counterparts S N 1 and ...
On the right is an S N 2 reaction coordinate diagram. Note the decreased ΔG ‡ activation for the non-polar-solvent reaction conditions. Polar solvents stabilize the reactants to a greater extent than the non-polar-solvent conditions by solvating the negative charge on the nucleophile, making it less available to react with the electrophile.
In organic chemistry, an azo coupling is an reaction between a diazonium compound (R−N≡N +) and another aromatic compound that produces an azo compound (R−N=N−R’).In this electrophilic aromatic substitution reaction, the aryldiazonium cation is the electrophile, and the activated carbon (usually from an arene, which is called coupling agent), serves as a nucleophile.
In organic chemistry, an electrophilic addition (A E) reaction is an addition reaction where a chemical compound containing a double or triple bond has a π bond broken, with the formation of two new σ bonds. [1] The driving force for this reaction is the formation of an electrophile X + that forms a covalent bond with an electron-rich ...
Yet, the negative charge of the cyanide ion is localized on the carbon, giving it a (-) formal charge. This chemical ambivalence results in umpolung in many reactions where cyanide is involved. For example, cyanide is a key catalyst in the benzoin condensation, a classical example of polarity inversion. Mechanism of the benzoin condensation
Figure 6:Reaction Coordinate Diagrams showing reactions with 0, 1 and 2 intermediates: The double-headed arrow shows the first, second and third step in each reaction coordinate diagram. In all three of these reactions the first step is the slow step because the activation energy from the reactants to the transition state is the highest.
In these reactions, the conjugate acid of the carbonyl group is a better electrophile than the neutral carbonyl group itself. Depending on the chemical species that act as the acid or base, catalytic mechanisms can be classified as either specific catalysis and general catalysis .