Ethanesulfonic acid

Ethanesulfonic acid (esylic acid) is a sulfonic acid with the chemical formula CH3CH2SO3H. The conjugate base is known as ethanesulfonate or, when used in pharmaceutical formulations, as esilate. It is a colorless liquid.

Ethanesulfonic acid is an alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is ethyl, and it is a conjugate acid of an ethanesulfonate. employed in the electrolytic reduction of perrhenate solutions. Ethanesulfonic acid is used as pharmaceutical intermediates, catalyst of polymerization and alkylation. It participates in the electrolytic reduction of perrhenate solutions.

This compound belongs to the class of organic compounds known as organosulfonic acids. These are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom).

(1) To a glass reactor equipped with a reflux condenser, sample inlet, internal cooler, stirring device and solvent was distilled off with an opening and closing cock was charged with 60weight % of hydrogen peroxide solution 295 g (5.20 mol) prepared and 154 g (1.00 mol) of bis(2-hydroxyethyl)disulfide was uniformly added from the sample inlet over 150 minutes and the liquid was stirred. During this time, the temperature of reaction liquid was held at 45 °C by flowing 19 °C cooling water at the flow rate of 140mL/minutes into the condenser. After completion of the addition, the reaction solution temperature was maintained at 50 °C for 2 hours and heated under reflux for 4 hours.

During heating under reflux, the nitrogen gas was blown and the portion of steam was evaporated from the reaction system. 55 weight% aqueous solution of isethionic acid was obtained as a product. Purity of the generated isethionic acid was 244g (1.94 mol) and the yield was 97%. (2) Similarly, there is another synthesis route as shown in scheme 3. The product was obtained in the same manner as above route (1), instead of bis(2-hydroxyethyl)disulfide 154 g (1.00 mol), diethyl disulfide 122 g(1.00 mol) was added, the temperature was maintained at 45 °C by flowing 19 °C cooling water at the flow rate of 140mL/minute into the condenser and the temperature was maintained at 75 °C for 2 hours. 52 weight% aqueous solution of ethanesulfonic acid was obtained as a product. The purity of the generated ethanesulfonic acid was 213 g (1.94 mol) and the yield was 97%.

clear yellow to brown liquid

Ethanesulfonic acid is employed in the electrolytic reduction of perrhenate solutions. It is also used as a catalyst for alkylation, polymerization and other reactions. Further, it reacts with triethoxymethane to prepare ethanesulfonic acid ethyl ester.

ChEBI: An alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is ethyl.

Ethanesulfonic acid participates in electrolytic reduction of perrhenate solutions.