CH3CH2OH + SOCl2 | Ethanol and Thionyl chloride Reaction

Ethanol (CH3CH2OH) and Thionyl chloride (SOCl2) reacts and gives Chloroethane (CH3CH2Cl) and Sulfur dioxide (SO2) and Hydrogen chloride as products. Chloroethane (Ethyl chloride / CH3CH2Cl) is an alkyl halide compound.


CH3CH2OH + SOCl2 - ethanol and thionyl chloride reaction


Balanced equation of CH3CH2OH and SOCl2 Reaction

CH3CH2OH + SOCl2 → CH3CH2Cl + SO2 + HCl

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.
CH3CH2OH + SOCl2 - ethanol and thionyl chloride reaction mechanism

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
  • Sulfur dioxide: Toxic