Ethyl bis(ethylthio)acetate

Base Information

• Chemical Name: Ethyl bis(ethylthio)acetate
• CAS No.: 20461-95-4
• Molecular Formula: C8H16 O2 S2
• Molecular Weight: 208.346
• Hs Code.: 29309099
• European Community (EC) Number: 243-836-3
• UNII: 5CND477VD7
• DSSTox Substance ID: DTXSID30174425
• Nikkaji Number: J236.630D
• Wikidata: Q83044506
• Mol file: 20461-95-4.mol

Synonyms:Ethyl bis(ethylthio)acetate;20461-95-4;ethyl 2,2-bis(ethylsulfanyl)acetate;Glyoxylic acid ethyl ester diethyl mercaptal;5CND477VD7;EINECS 243-836-3;2,2-bis(ethylthio)acetic acid ethyl ester;Acetic acid, bis(ethylthio)-, ethyl ester;Acetic acid, 2,2-bis(ethylthio)-, ethyl ester;Ethyl di(ethylthio)acetate;ethyl 2,2-bis(ethylthio)acetate;Ethyl-bis(ethythio)acetate;UNII-5CND477VD7;SCHEMBL11493884;DGQHHBMWVOYSHU-UHFFFAOYSA-;DTXSID30174425;Ethyl bis(ethylsulfanyl)acetate #;AKOS015915783;ethyl 2,2-bis(ethylsulfanyl)ethanoate;FT-0638001;A814581;J-013339

Chemical Property of Ethyl bis(ethylthio)acetate

Chemical Property:

• Vapor Pressure: 0.00238mmHg at 25°C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 288.2°Cat760mmHg
• Flash Point: 117.3°C
• PSA: 76.90000
• Density: 1.082g/cm³
• LogP: 2.38180
• Storage Temp.: Flammables area
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 208.05917210
• Heavy Atom Count: 12
• Complexity: 122

Purity/Quality:

98%min ^*data from raw suppliers

ETHYL BIS(ETHYLTHIO)ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(SCC)SCC

Technology Process of Ethyl bis(ethylthio)acetate

There total 4 articles about Ethyl bis(ethylthio)acetate 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: 98.0%

ethanethiol (75-08-1) + ethyl 1,1-dichloroacetate (535-15-9) → Bis(ethylthio)essigsaeure-ethylester (20461-95-4)

Guidance literature:

With potassium carbonate; Aliquat 336; In toluene; for 8h; Ambient temperature;

Reference yield:

ethyl 2-(ethylsulfinyl)acetate (137958-98-6) + chlorobenzene (108-90-7) + trifluoroacetic anhydride (407-25-0) → Bis(ethylthio)essigsaeure-ethylester (20461-95-4) + ethyl 2-(4-chlorophenyl)-2-(ethylsulfanyl)acetate (1438397-05-7) + ethyl 2-(2-chlorophenyl)-2-(ethylsulfanyl)acetate (1438397-04-6) + 2-ethoxy-1-(ethylsulfanyl)-2-oxoethyl 2,2,2-trifluoroacetate (1438397-03-5)

Guidance literature:

ethyl 2-(ethylsulfinyl)acetate; chlorobenzene; trifluoroacetic anhydride; at 0 ℃;

With tin(IV) chloride; at 0 - 20 ℃;

DOI:10.1055/s-0032-1318167

Reference yield:

ethyl α-chloro-α-(ethylthio)acetate (27807-75-6) + ethanethiol (75-08-1) → Bis(ethylthio)essigsaeure-ethylester (20461-95-4)

Guidance literature:

upstream raw materials:

ethyl α-chloro-α-(ethylthio)acetate

ethanethiol

ethyl 1,1-dichloroacetate

ethyl 2-(ethylsulfinyl)acetate

Refernces

• 1、 Lissel, Manfred. "Preparation and Reactions of Some Reagents for Umpolung under Phase-transfer Catalysis". . p. 1589 - 1601. Retrieved 2007/10/02.