594-45-6 Usage
Description
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.
Uses
Different sources of media describe the Uses of 594-45-6 differently. You can refer to the following data:
1. 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.
2. 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.
structure and hydrogen bonding
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).
Preparation
(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%.
Chemical Properties
clear yellow to brown liquid
Definition
ChEBI: An alkanesulfonic acid in which the alkyl group directly linked to the sulfo functionality is ethyl.
General Description
Ethanesulfonic acid participates in electrolytic reduction of perrhenate solutions.
Check Digit Verification of cas no
The CAS Registry Mumber 594-45-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 4 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 594-45:
(5*5)+(4*9)+(3*4)+(2*4)+(1*5)=86
86 % 10 = 6
So 594-45-6 is a valid CAS Registry Number.
InChI:InChI=1/C2H6O3S/c1-2-6(3,4)5/h2H2,1H3,(H,3,4,5)/p-1
594-45-6Relevant articles and documents
L-Gel formulation and decontamination reaction of its active ingredient (oxone) against mustard and VX nerve agent simulants
Farahipour, Mahdi,Fakhraian, Hossein,Mirzaei, Akbar,Hosseini, Morteza Ali
, p. 2303 - 2310 (2011)
L-Gel is an effective decontamination reagent against chemical and biological warfare agents. To achieve optimized formulation of L-Gel, several formulations with different proportional amounts of oxone (oxidizer) and Cab-O-Sil (gelling agent) were prepared and their viscosities and densities were measured. Final optimized formulation of gel was obtained as a 0.25 M aqueous solution of oxone gelled with 13%W/W of Cab-O-Sil EH-5. The L-Gel active ingredient (oxone) was tested against O,O,S-triethyl phosphorothioate (TEPT) as VX simulant and methyl phenyl sulfide (MPS) and chloroethyl phenyl sulfide (CEPS) as HD simulants. Decontamination of TEPT by a 10-fold excess amount of oxone was completed within 7.5 min with a kinetic rate constant of 0.097 S -1. In the presence of oxone, MPS was converted to methyl phenyl sulfoxide and methyl phenyl sulfone with a higher reaction rate than CEPS, decontaminated product of which was chloroethyl phenyl sulfone. Copyright Taylor & Francis Group, LLC.
Oxidative hydrolysis of phosphorus(V) esters of thiols by peroxymonosulfate ion. Reactions of peroxymonosulfate ion with phosphorus(V) esters of thiols
Blasko, Andrei,Bunton, Clifford A.,Kumar, Anurag
, p. 427 - 434 (2007/10/03)
Peroxymonosulfate ion, HSO5-, as Oxone, readily converts phosphorus(V) esters of thiols into the phosphorus(V) and sulfonic acids. The esters were Ph2PO·SC6H4R(p) with R=MeO (1a), Me (1b), H (1c), Cl (1d) and NO2 (1e), (EtO)2PO·SPh (2), Ph2OI·SEt (3) and PhPO(OEt)SEt (4). Reactions are first order in each reactant and second-order rate constants, k2, for 1a-e fit the Hammett equation with ρ=-0.46. The rate constants increase markedly with increasing water content of H2O-MeCN, the activation enthalpies are low and the entropies are negative. Despite the low value of -ρ, these esters are much less reactive than thiol ethers, but the rate constants of reactions of these compounds and acyl thiols qualitatively follow the ionization potentials of the ethers and the esters.
MECHANISTIC VARIATION IN ALKANESULFONYL CHLORIDE HYDROLYSIS AND RELATED REACTIONS
King, J. F.,Lam, J. Y. L.,Skonieczny, S.
, p. 177 - 180 (2007/10/02)
Kinetic and product ratio studies are consistent with the following mechanisms for the hydrolysis of methanesulfonyl chloride: (a) in acidic medium (pH 1-6) via a direct substitution on sulfur (SN2-S), (b) in mildly basic medium (pH 8-10) by way of sulfene (CH2=SO2) formation followed by trapping with water, and (c) in strongly basic solution (pH >10) via sulfene with trapping by the hydroxide ion.The reactions of primary and secondary alkanesulfonyl chlorides are qualitatively similar.
