3039-83-6

Basic information

• Product Name: Sodium ethylenesulphonate
• Synonyms: Sodium ethenesulfonate;Einecs 221-242-5;Ethenesulfonic acid, sodium salt (1:1);Nsc 8957;Sodium Vinylsulfonate (25% in Water, ca. 2.3mol/L);Sodium vinylsulfonate solution,Ethylenesulfonic acid sodium salt, Vinylsulfonic acid sodium salt;Sodium vinylsulphonate, tech. ca 25% aq. soln.;Vinylsulfonic acid sodium salt solution,Ethylenesulfonic acid sodium salt, Sodium vinylsulfonate solution, Vinylsulfonic acid sodium salt
• CAS NO: 3039-83-6
• Molecular Formula: C₂H₃O₃S*Na
• Molecular Weight: 130.1
• EINECS: 221-242-5
• Mol File: 3039-83-6.mol

Chemical Properties

• Melting Point: -20 °C
• Boiling Point: 100℃[at 101 325 Pa]
• Appearance: /
• Density: 1.176 g/mL at 25 °C
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: n20/D 1.376
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Methnaol (Slightly), Water (Soluble)
• PKA: -2.71[at 20 ℃]
• Water Solubility: Soluble in water.
• Sensitive: Light Sensitive
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 3711195
• CAS DataBase Reference: Sodium ethylenesulphonate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium ethylenesulphonate(3039-83-6)
• EPA Substance Registry System: Sodium ethylenesulphonate(3039-83-6)

Safety Data

• Statements: 36/37/38-42/43
• Safety Statements: 26-27-28-36/37/39
• TSCA: Yes
• Hazardous Substances Data: 3039-83-6(Hazardous Substances Data)

Usage

Uses

Used in Adhesive Compositions:
Sodium ethylenesulphonate is used as an additive in the adhesive industry for enhancing the adhesive properties of various formulations. Its incorporation into adhesive compositions improves their bonding strength, durability, and overall performance, making it a valuable component in the production of high-quality adhesives.
Used in Industrial Applications:
In the industrial sector, sodium ethylenesulphonate is utilized for its unique chemical properties, which include its ability to act as a stabilizing agent, a surfactant, or a wetting agent. These properties make it suitable for use in various processes, such as the manufacturing of detergents, textiles, and other chemical products, where its addition can improve the efficiency and effectiveness of the final product.
Used in Water Treatment:
Sodium ethylenesulphonate is also employed in the water treatment industry, where it serves as a valuable component in the treatment of water and wastewater. Its ability to act as a flocculant aids in the removal of impurities and contaminants, ensuring the production of clean and safe water for various applications.

InChI:InChI=1/C2H3O3S.Na/c1-2-6(3,4)5;/h2H,1H2;/q-1;+1

Synthetic route

2-Chloroethanesulfonyl chloride (1622-32-8) → sodium vinylsulfonate (3039-83-6)

Conditions	Yield
hydrolysis at pH 11;

2-hydroxyethane-1-sulfonyl chloride (78303-70-5) → sodium 2-hydroxyethanesulfonate (1562-00-1) + sodium vinylsulfonate (3039-83-6) + Na-salt of 2-chloroethane-1-sulfonic acid (15484-44-3)

Conditions	Yield
With sodium hydroxide; potassium chloride at 25℃; pH 4;	A 52 % Spectr. B n/a C 48 % Spectr.

sodium 2-bromethanesulfonate (4263-52-9) → sodium vinylsulfonate (3039-83-6)

Conditions	Yield
With hydroxide In water at 10℃; under 1.66513E-07 Torr; Rate constant; var. pressure values, var. solvents and temperatures;

sodium hydrogensulfite + acetylene (74-86-2) → sodium vinylsulfonate (3039-83-6) + sodium 1,2-ethanedisulphonate (5325-43-9)

Conditions	Yield
With N2 catalyst, 80°C, under pressure;
With nitrogen catalyst, 80°C, under pressure;

2-sulfooxy-ethanesulfonic acid (461-42-7) → sodium vinylsulfonate (3039-83-6)

Conditions	Yield
With sodium sulfate; calcium hydroxide In water at 35 - 80℃; for 1h; pH=10 - 11;
With sodium sulfate; calcium hydroxide In water at 35 - 80℃; for 1h; pH=7-11;

ethanol (64-17-5) → sodium vinylsulfonate (3039-83-6)

Conditions	Yield
With sulfur trioxide; sodium hydroxide at 20 - 60℃; for 8h; Large scale;

sodium vinylsulfonate (3039-83-6) + N,N`-dimethylethylenediamine (110-70-3) → Na2[(DES)MeN(CH2)2NMe(DES)]

Conditions	Yield
With water at 120℃; for 12h; Michael-type addition reaction;	98%

sodium vinylsulfonate (3039-83-6) → ethenesulfonic acid (1184-84-5)

Conditions	Yield
With strongly-acidic ion-exchange resin DOWEXMonosphere 650C In water Product distribution / selectivity;	97%
With sodium hydroxide In water for 4h;	86.7%
With water Product distribution / selectivity;

sodium vinylsulfonate (3039-83-6) + ethylenediamine (107-15-3) → sodium 2-[(2-aminoethyl)amino]ethanesulphonate (34730-59-1)

Conditions	Yield
at 30℃; for 5h; Reflux;	92.11%
In water for 24h; Reflux;	0.91 g

N,N,N',N'-tetrakis(3-aminopropyl)ethylenediamine (4879-98-5) + sodium vinylsulfonate (3039-83-6) → C30H60N6O24S8(8-)*8Na(1+)

Conditions	Yield
In methanol at 120℃; for 48h; Autoclave;	90%

sodium vinylsulfonate (3039-83-6) + C10H22N4*BrH → 1,2-N,N'-bisethane

Conditions	Yield
With sodium hydroxide for 24h; Heating;	89%

sodium vinylsulfonate (3039-83-6) + 1-amino-2-propene (107-11-9) → C5H9NO6S2(2-)*2Na(1+)

Conditions	Yield
In methanol; water at 120℃; for 48h; Inert atmosphere;	86%

sodium vinylsulfonate (3039-83-6) + N1-(3-Amino-propyl)-N1-(3-{{3-[bis-(3-amino-propyl)-amino]-propyl}-[2-(bis-{3-[bis-(3-amino-propyl)-amino]-propyl}-amino)-ethyl]-amino}-propyl)-propane-1,3-diamine (179125-43-0) → C70H140N14O48S16(16-)*16Na(1+)

Conditions	Yield
In methanol at 120℃; for 48h; Autoclave;	85%

thymidine-5′-(Asp-Tau-OH) phosphoramidate tri(triethylammonium) salt + sodium vinylsulfonate (3039-83-6) → N,N-2-diaminoethanesulfonate disodium salt

Conditions	Yield
With sodium hydrogencarbonate In water for 72h; Michael Addition; Reflux;	85%

morpholine (110-91-8) + sodium vinylsulfonate (3039-83-6) → 4-morpholineethanesulfonic acid (4432-31-9)

Conditions	Yield
In water at 60℃; for 6h; Large scale;	85%

sodium vinylsulfonate (3039-83-6) + ethylene glycol di(2-hydroxy-3-piperazinyl)propyl ether tetrahydrochloric acid salt → ethylene glycol di<2-hydroxy-3-(N'-sulfonoethylpiperazinyl)>propyl ether

Conditions	Yield
With sodium hydroxide Heating;	84%

sodium vinylsulfonate (3039-83-6) + methylamine (74-89-5) → N-Methyltaurine (107-68-6)

Conditions	Yield
With acetic acid In methanol; water at 25 - 100℃; for 3 - 170h; Product distribution / selectivity;	82%

sodium vinylsulfonate (3039-83-6) + N-phenylphenylene-1,4-diamine (101-54-2) → N-(4-anilino)phenyl-vinylsulfonamide (77229-34-6) + vinylsulfonyl chloride (6608-47-5)

Conditions	Yield
With phosphorus pentachloride; triethylamine In toluene	A 81% B n/a

sodium vinylsulfonate (3039-83-6) + 2,2'-iminobis[ethanol] (111-42-2) → sodium N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonate (66992-27-6)

Conditions	Yield
for 24h; Reflux;	81%

C82H200N8Si13 + sodium vinylsulfonate (3039-83-6) → C112H244N8O48S16Si13(16-)*16Na(1+)

Conditions	Yield
In ethanol; water at 120℃; for 72h; Michael Addition;	80%

C144H348S16Si29 + sodium vinylsulfonate (3039-83-6) → C176H396O48S32Si29(16-)*16Na(1+)

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; UV-irradiation;	80%

3-({3-[{3-[(3-amino-propyl)-dimethyl-silanyl]-propyl}-methyl-(3-{tris-[3-(bis-{3-[(3-amino-propyl)-dimethyl-silanyl]-propyl}-methyl-silanyl)-propyl]-silanyl}-propyl)-silanyl]-propyl}-dimethyl-silanyl)-propylamine + sodium vinylsulfonate (3039-83-6) → C112H244N8O48S16Si13(16-)*16Na(1+)

Conditions	Yield
In methanol; water at 120℃; for 48h; Inert atmosphere;	78%

sodium vinylsulfonate (3039-83-6) + C86H204N30 → C150H300N30O96S32(32-)*32Na(1+)

Conditions	Yield
In methanol at 120℃; for 48h; Autoclave;	78%

sodium vinylsulfonate (3039-83-6) + 1,6-N,N'-bis(piperazinyl)hexane tetrahydrobromic acid salt → 1,6-N,N'-bishexane

Conditions	Yield
With sodium hydroxide Heating;	74%

4-aminobutyrylaldehyde diethylacetal (6346-09-4) + sodium vinylsulfonate (3039-83-6) → sodium 2-[(4,4-diethoxybutyl)amino]ethanesulfonate

Conditions	Yield
In water for 20h; Reflux;	74%

3-{dimethyl-[3-(tris-{3-[(3-amino-propyl)-dimethyl-silanyl]-propyl}-silanyl)-propyl]-silanyl}-propylamine + sodium vinylsulfonate (3039-83-6) → 8Na(1+)*C48H104N4O24S8Si5(8-)

Conditions	Yield
In methanol; water at 120℃; for 48h; Inert atmosphere;	73%
In ethanol; water at 120℃; for 72h; Michael Addition;	73%

9,10-Dibromoanthracene (523-27-3) + sodium vinylsulfonate (3039-83-6) → C18H12O6S2(2-)*2Na(1+)

Conditions	Yield
With sodium acetate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 100℃; for 18h; Heck reaction;	70%

C64H156S8Si13 + sodium vinylsulfonate (3039-83-6) → C80H180O24S16Si13(8-)*8Na(1+)

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol; water for 3h; UV-irradiation;	70%

sodium vinylsulfonate (3039-83-6) + 3-(aminopropyl)triethylsilane (17887-09-1) → C13H29NO6S2Si(2-)*2Na(1+)

Conditions	Yield
In methanol; water at 120℃; for 48h; Inert atmosphere;	65%

C69H156N6O3Si9 (1258837-28-3) + sodium vinylsulfonate (3039-83-6) → C93H192N6O39S12Si9(12-)*12Na(1+)

Conditions	Yield
In methanol; water at 120℃; for 48h; Inert atmosphere;	63%
In water Michael Addition;	57%

2-hydroxy-3-iodonaphthalene-1,4-dione (35135-38-7) + sodium vinylsulfonate (3039-83-6) → E-3-(2-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-3-yl)vinylsulfonic acid

Conditions	Yield
With palladium diacetate; potassium carbonate In water for 2h; Heck reaction; Heating;	62%

sodium vinylsulfonate (3039-83-6) + acetylacetone (123-54-6) → polymer, molecular weight: 1100; monomer(s): sodium vinylsulfonate; 2,4-pentanedione

Conditions	Yield
With dihydrogen peroxide; horseradish peroxidase In water at 20℃; for 24h;	36%

sodium vinylsulfonate (3039-83-6) + acetylacetone (123-54-6) → polymer, molecular weight: 2400; monomer(s): sodium vinylsulfonate; 2,4-pentanedione

Conditions	Yield
With dihydrogen peroxide; horseradish peroxidase In water at 20℃; for 48h;	36%

sodium vinylsulfonate (3039-83-6) + acetylacetone (123-54-6) → polymer, molecular weight: 2900; monomer(s): sodium vinylsulfonate; 2,4-pentanedione

Conditions	Yield
With dihydrogen peroxide; horseradish peroxidase In water at 25℃; for 24h;	36%

(R)-1-phenyl-ethyl-amine (3886-69-9) + sodium vinylsulfonate (3039-83-6) → sodium (R)-2-(1-phenylethylamino)ethanesulfonate (1257064-35-9)

Conditions	Yield
In water for 120h; Reflux;	25%

Upstream product

• 1622-32-8 2-Chloroethanesulfonyl chloride 
• 78303-70-5 2-hydroxyethane-1-sulfonyl chloride 
• 4263-52-9 sodium 2-bromethanesulfonate 
• 74-86-2 acetylene 
• 461-42-7 2-sulfooxy-ethanesulfonic acid 
• 64-17-5 ethanol 

Downstream Products

• 6608-47-5 vinylsulfonyl chloride 
• 107-68-6 N-Methyltaurine 
• 77229-34-6 N-(4-anilino)phenyl-vinylsulfonamide 
• 1257064-35-9 sodium (R)-2-(1-phenylethylamino)ethanesulfonate 
• 107-35-7 Tau 
• 34730-59-1 sodium 2-((2-aminoethyl)amino)ethanesulfonate 
• 7365-45-9 N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid 
• 66992-27-6 sodium N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonate 
• 4432-31-9 4-morpholineethanesulfonic acid 
• 1184-84-5 ethenesulfonic acid 

Relevant articles and documents

Pressure Effects on the Reaction of Hydroxide Ion with Sodium 2-Bromoethanesulfonate

Kinetic effect of pressure on the reaction of hydroxide ion with 2-bromoethanesulfonate was studied.The reaction was moderately accelerated by presure and the activation volumes suggest that the presence of the negative charge on the sulfonato group does not produce any measurable solvation increase during activation.

Synthetic method of biological buffer agent--morpholineethanesulfonic acid

The invention belongs to the field of organic synthesis and specifically relates to a synthetic method of a biological buffer agent--morpholineethanesulfonic acid. In the method, self-made SVS can beused to avoid harmful impurities from being mixed in the final product. In the method, SVS and morpholine are adopted to synthesize MES-Na. The process is simple and environmentally-friendly, and no foreign matter is generated. According to the method, acidic ion exchange resin is adopted for acidification to remove impurity cation, thus achieving the purification purpose. General decoloration, crystallization, centrifugation and drying processes are used in the method, and the production is easy to implement. In the production process, oxidative deterioration of the materials is avoided through temperature control and nitrogen protection, thereby producing the high-quality biological buffer agent MES. The prepared product is easy to separate, and the method is convenient to operate and has high practicality.

Process for the production of taurine from ethanol

The present invention discloses a process for the preparation of taurine from ethionic acid and ethanol by way of ethanol-derived ethionic acid by the ammonolysis of ethionic acid and by the ammonolysis of sodium isethionate and sodium vinyl sulfonate, key intermediates prepared from ethionic acid.

Process for the production of taurine from ethanol

The present invention discloses a process for the preparation of taurine from ethionic acid and ethanol by way of ethanol-derived ethionic acid by the ammonolysis of ethionic acid and by the ammonolysis of sodium isethionate and sodium vinyl sulfonate, key intermediates prepared from ethionic acid.

PROCESS FOR THE PRODUCTION OF METAL SALTS OF RADICAL-POLYMERIZABLE COMPOUNDS

A method for manufacturing metal salts of radical-polymerizable compounds with reduced amount of water in the below-mentioned component (A) by subjecting an aqueous solution of an alkali-metal salt, alkali earth-metal salt, or a zinc salt of the radical-polymerizable compound (A) to heating under a reduced pressure in the presence of an aqueous polymerization inhibitor for removal of aqueous components by distillation from aforementioned compounds (A).

Organic sulfur mechanisms. 24. Preparation and reaction of 2-hydroxyethanesulfonyl chloride, the first hydroxyalkanesulfonyl chloride

2-Hydroxyethanesulfonyl chloride (1a) is readily made by reaction of an aqeous solution of 2-mercaptoethanol (4a) with chlorine.This is the first clearly proved preparation of a compound which is both an alcohol and a sulfonyl chloride.Reactions of 1a with water and alcohols evidently proceed largely by intramolecular cyclization to the transient β-sultone (2a), which then undergoes nucleophilic ring opening to form the products.In the presence of tertiary amines a minor but significant part of the reaction is shown by deuterium labelling to proceed via hydroxymethylsulfene (14), the principal reaction of which is simply to add the alcohol or water; only a small part, if any, of the sulfene (14) loses the hydroxyl group to give the ethenesulfonate derivatives (13 or 22).Aqueous chlorination of 3-mercapto-1-propanol gave 3-chloro-1-propanesulfonyl chloride (5a) and 1,3-propane sultone (2b) with no sign of any 3-hydroxy-1-propanesulfonyl chloride (1b).A mechanism for the aqueous chlorination process invoking a cyclic chlorooxasulfoxonium ion (27) is discussed.