Carboxymethyl ethylxanthate

Base Information

• Chemical Name: Carboxymethyl ethylxanthate
• CAS No.: 25554-84-1
• Molecular Formula: C5H8 O3 S2
• Molecular Weight: 180.249
• Hs Code.: 2930909090
• European Community (EC) Number: 623-864-6
• NSC Number: 85743
• UNII: H778OG3C6S
• DSSTox Substance ID: DTXSID60180251
• Nikkaji Number: J55.530D
• Wikidata: Q83050791
• ChEMBL ID: CHEMBL1446522
• Mol file: 25554-84-1.mol

Synonyms:25554-84-1;Carboxymethyl ethylxanthate;[(ethoxycarbonothioyl)thio]acetic acid;Ethyl xanthogeneacetic acid;2-ethoxycarbothioylsulfanylacetic acid;2-[(ethoxymethanethioyl)sulfanyl]acetic acid;2-((Ethoxycarbonothioyl)thio)acetic acid;Xanthic acid, ethyl-, ester with mercaptoacetic acid;Xanthic acid, ethyl-, carboxymethyl ester;((Ethoxythiomethyl)thio)acetic acid;NSC85743;NSC 85743;NSC-85743;Dithiocarbonic acid S-carboxymethyl O-ethyl ester;BRN 1771184;Acetic acid, ((ethoxythioxomethyl)thio)-;Acetic acid, [(ethoxythioxomethyl)thio]-;C5H8O3S2;H778OG3C6S;Carbonic acid, dithio-, O-ethyl ester, S-ester with mercaptoacetic acid;Acetic acid, ((ethoxythiomethyl)thio)-;CARBONIC ACID, DITHIO-, S-CARBOXYMETHYL O-ETHYL ESTER;S-(Carboxymethyl) O-ethyl dithiocarbonate;4-03-00-00611 (Beilstein Handbook Reference);WLN: SUYO2&S1VQ;NCIStruc1_000099;NCIStruc2_000179;UNII-H778OG3C6S;ETHYLXANTHOGENACETIC ACID;SCHEMBL3412115;CHEMBL1446522;DTXSID60180251;C5-H8-O3-S2;NCI85743;((ethoxycarbothioyl)thio)acetic acid;CCG-36305;Ethoxythiocarbonylsulfanyl-acetic acid;MFCD00022145;NCGC00013900;AKOS003684870;S-ethoxythiocarbonyl mercaptoacetic acid;2-((Ethoxycarbonothioyl)thio)aceticacid;NCGC00013900-02;NCGC00097009-01;LS-08923;LS-52008;NCI60_041895;((ETHOXYTHIOCARBONYL)THIO)ACETIC ACID;2-[(Ethoxycarbonothioyl)sulfanyl]acetic acid;Carbonic acid, S-carboxymethyl o-ethyl ester;S-ETHOXYTHIOCARBONYLMERCAPTOACETIC ACID;2-((ETHOXYTHIOXOMETHYL)THIO)ACETIC ACID;Acetic acid, ((ethoxythiomethyl)thio)- (9CI);E87595;ACETIC ACID, 2-((ETHOXYTHIOXOMETHYL)THIO)-;ACETIC ACID, MERCAPTO-, O-ETHYL DITHIOCARBONATE

Chemical Property of Carboxymethyl ethylxanthate

Chemical Property:

• Vapor Pressure: 0.000123mmHg at 25°C
• Boiling Point: 311.5°Cat760mmHg
• Flash Point: 142.2°C
• PSA: 103.92000
• Density: 1.375g/cm³
• LogP: 1.12560
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 179.99148646
• Heavy Atom Count: 10
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

[(Ethoxycarbonothioyl)thio]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=S)SCC(=O)O

Technology Process of Carboxymethyl ethylxanthate

There total 12 articles about Carboxymethyl ethylxanthate 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: 81.0%

potassium ethyl xanthogenate (140-89-6) + bromoacetic acid (79-08-3) → 2-(ethoxycarbonothioylthio)acetic acid (25554-84-1)

Guidance literature:

With sodium hydroxide; In water monomer; at 20 ℃; for 24.0833h; Cooling with ice;

DOI:10.1039/d1cc01309b

Reference yield: 75.0%

carbon disulfide (75-15-0,12122-00-8) + ethanol (64-17-5) + bromoacetic acid (79-08-3) → 2-(ethoxycarbonothioylthio)acetic acid (25554-84-1)

Guidance literature:

carbon disulfide; ethanol; With sodium hydroxide; In water; at 0 - 20 ℃; for 2h; Inert atmosphere;

bromoacetic acid; In water; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jacs.6b07204

Reference yield: 57.9%

potassium ethyl xanthogenate (140-89-6) + chloroacetic acid (79-11-8) → 2-(ethoxycarbonothioylthio)acetic acid (25554-84-1)

Guidance literature:

Ambient temperature;

DOI:10.1039/P19950000405

upstream raw materials:

potassium ethyl xanthogenate

chloroacetic acid

sodium monochloroacetic acid

carbon disulfide

Downstream raw materials:

bis(carboxymethyl)trithiocarbonate

ethyl N-methylthiocarbamate

O-ethyl thiocarbamate

(4-sulfamoyl-phenyl)-thiocarbamic acid O-ethyl ester