How does the mechanism for electrophilic addition work?

First we must consider what an elecrophile is. An electrophile is a molecule or ion which is attracted to (and accepts electrons from) electron dense regions in other molecules, because it is positively charged or has a partial positive charge within it (i.e. a dipole). An electrophile with a permeant or full positive charge is usually stronger. An example of an electrophile would be the hydrogen chloride gas, which can react with electron-rich, unsaturated ethene to form 1-chloroethane in an addition reaction. This addition reaction is "so-called" because 2 smaller reactants have reacted together to form 1 larger product.

The mechanism for a reaction like this has 2 steps. It happens due to the elctrophile having a permenant dipole (H is delta positive; Cl is delta negative), due to the greater electronegativity of the cholrine atom. In the first step (illustrated by a diagram), the positive dipole of the hydrogen gets attracted to the electron-rich C=C double bond in ethene. The electrons in ethene start to repel the shared electrons in HCl further away from the hydrogen, weakening the bond. Eventually the hydrogen accepts a pair of electrons from a carbon in the C=C bond, to form a covalent C-H bond, breaking the H-Cl bond and transferring the electron pair to chlorine. As a result for the second step (illustrated) there is now a negative chloride ion and a carbocation, with one of its carbon atoms only bonded to two hydrogens and therfefore positively charged. The chloride ion is then attracted to the fully positive carbon, and donates a lone pair of electrons to the carbon to form a dative covalent bond. Overall this two-step reaction produces 1-chloroethane (no double bond) with no other product. This electron transfer mechanism is common throughout all addition reactions with all electrophiles, regardless of strength (e.g. H+, NO2, Br2).

AR
Answered by Akalanka R. Chemistry tutor

9829 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Describe and explain the difference in base strength between ammonia, primary aliphatic and primary aromatic amines.


3-methyl pent 2 ene reacts with HBr to form two products. Which of these products is the minor and major product and why?


Can you explain the trend in ionisation energy across the periodic table?


For the equilibrium reaction PCl5(g) (equilibrium arrow)-> PCl3(g) + Cl2(g) explain the effect of increasing the concentration of Chlorine gas using the equilibrium constant.


We're here to help

contact us iconContact ustelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

MyTutor is part of the IXL family of brands:

© 2026 by IXL Learning