Hydroxyl group of ethanol molecule is replaced by one of the chlorine atom of SOCl2.
Mechanism of CH3CH2OH and SOCl2 Reaction
To describe the reaction mechanism, we can consider the reaction of ethanol and thionyl chloride.
The oxygen atom of alcohol group has a higher electron density. Therefore, it can attack slightly positively
polarized sulfur atom in SOCl2as the first step of reaction. As an intermediate product,
chlorosulphite is formed.
Chlorosulphiye decomposed to ion species sequentially and final gives Chloroethane as the final product.
Safety during the reaction
Read Material Safety Data Sheets (MSDS) of each reactants and products before, doing the reaction. It will be easy to identify what are the
possible injuries can be happened due to relevant chemicals.
Ethanol (CH3CH2OH) - A flammable liquid, can form a combustible vapor phase due to highly evaporative nature,
Thionyl chloride (SOCl2) - Harmful if swallowed, possibility of severe skin burns and eye damages, skin corrosion and irritation,
Harmful if inhaled
Chlorethane (CH3CH2Cl) - Extremely flammable gas, suspected as a Carcinogenic chemical, harmful to aquatic life with long
lasting effects