Ethenesulfonic acid, ethyl ester

Base Information

• Chemical Name: Ethenesulfonic acid, ethyl ester
• CAS No.: 4058-26-8
• Molecular Formula: C4H8O3S
• Molecular Weight: 136.172
• Hs Code.: 2905199090
• DSSTox Substance ID: DTXSID0063280
• Nikkaji Number: J150.190I
• Wikidata: Q81990628
• Mol file: 4058-26-8.mol

Synonyms:ethyl ethenesulfonate;4058-26-8;Ethenesulfonic acid, ethyl ester;ETHENESULFONIC ACID ETHYL ESTER;SCHEMBL649700;DTXSID0063280;AKOS025296067;A901035

Chemical Property of Ethenesulfonic acid, ethyl ester

Chemical Property:

• Vapor Pressure: 0.277mmHg at 25°C
• Boiling Point: 210.6°C at 760 mmHg
• Flash Point: 81.2°C
• PSA: 51.75000
• Density: 1.163g/cm³
• LogP: 1.57700
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 136.01941529
• Heavy Atom Count: 8
• Complexity: 151

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOS(=O)(=O)C=C

Technology Process of Ethenesulfonic acid, ethyl ester

There total 9 articles about Ethenesulfonic acid, ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

ethanol (64-17-5) + 2-Chloroethanesulfonyl chloride (1622-32-8) → ethenesulfonic acid ethyl ester (4058-26-8)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 15 ℃; for 1h;

Reference yield:

ethenesulfonic acid (1184-84-5,26101-52-0) + ketene diethyl acetal (2678-54-8) → ethenesulfonic acid ethyl ester (4058-26-8)

Guidance literature:

With diethyl ether; und Erhitzen des Reaktionsprodukts auf 100grad;

DOI:10.1021/ja01225a053

Reference yield:

acetylene (74-86-2,25067-58-7) → ethenesulfonic acid ethyl ester (4058-26-8)

Guidance literature:

With dipotassium peroxodisulfate; water; at 100 ℃;

upstream raw materials:

ethanol

vinylsulfonyl chloride

2-Chloroethanesulfonyl chloride

2-bromoethanesulfonyl chloride

Downstream raw materials:

2-Ethoxysulfonyl-1,4-diphenyl-naphthalin

ethyl 2-<2-<2-N-(benzyloxycarbonyl)aminoethoxy>>-ethoxyethanesulfonate

3-cyclohexyl-3-oxo-propane-1-sulfonic acid ethyl ester

C₁₈H₂₉NO₈S

Refernces

• 1、 Schmidt, Bernd,Wolf, Felix,Brunner, Heiko. "Styrylsulfonates and -Sulfonamides through Pd-Catalysed Matsuda–Heck Reactions of Vinylsulfonic Acid Derivatives and Arenediazonium Salts". supporting information. p. 2972 - 2982. Retrieved 2016/07/11.
• 2、 Mori, Hideharu,Saito, Yosuke,Takahashi, Eri,Nakabayashi, Kazuhiro,Onuma, Atsuhiko,Morishima, Makoto. "Controlled synthesis of sulfonated block copolymers having thermoresponsive property by RAFT polymerization of vinyl sulfonate esters". experimental part. p. 3861 - 3877. Retrieved 2012/10/18.