Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), diethyl ester

Base Information

• Chemical Name: Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), diethyl ester
• CAS No.: 3278-35-1
• Molecular Formula: C6H10O3S2
• Molecular Weight: 194.276
• NSC Number: 403191
• UNII: J6LG93CXV6
• DSSTox Substance ID: DTXSID3062948
• Nikkaji Number: J54.453A
• Wikidata: Q81990377
• Mol file: 3278-35-1.mol

Synonyms:3278-35-1;Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), diethyl ester;Ethyl xanthogen ethyl formate;J6LG93CXV6;EINECS 221-911-1;NSC 403191;NSC-403191;Xanthic acid, ethyl-, anhydrosulfide with O-ethyl thiocarbonate;AI3-19742;Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), OC,OC'-diethyl ester;Carbonic acid, dithio-, anhydrosulfide with O-ethyl thiocarbonate, O-ethyl ester;Xanthic acid, ethyl-, anhydrosulfide with O-ethyl thiolcarbonate;UNII-J6LG93CXV6;WLN: SUYO2&SVO2;DTXSID3062948;SCHEMBL10963692;C6H10O3S2;Thiodicarbonic acid, diethyl ester;C6-H10-O3-S2;NSC403191;[Ethoxy(thiocarbonyl)thio]formic acid ethyl ester;Diethyl thiodicarbonate ((OH)C(O)SC(S)(OH));Xanthic acid, anhydrosulfide with O-ethyl thiocarbonate;Xanthic acid, anhydrosulfide with O-ethyl thiolcarbonate;Carbonic acid, O-ethyl ester, anhydrosulfide with ethylxanthic acid;Carbonic acid, anhydrosulfide with O-ethyl thiocarbonate, O-ethyl ester;O-ETHYL DITHIOCARBONATE ANHYDROSULFIDE WITH O-ETHYL THIOCARBONAT

Chemical Property of Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), diethyl ester

Chemical Property:

• Vapor Pressure: 0.0487mmHg at 25°C
• Boiling Point: 236°C at 760 mmHg
• Flash Point: 96.5°C
• Density: 1.242g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 194.00713652
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)SC(=S)OCC

Technology Process of Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), diethyl ester

There total 6 articles about Thiodicarbonic acid ((HO)C(O)SC(S)(OH)), diethyl 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: 99.0%

ethoxy(potassiosulfanyl)methanethione (35832-93-0) + Chlor(thioameisensaeure)-O-ethylester (2812-73-9) → S-(ethoxycarbonyl) O-ethyl dithiocarbonate (3278-35-1)

Guidance literature:

In water; acetone; at 0 ℃; for 0.25h;

Reference yield: 97.1%

sodium O-ethyl dithiocarbonate (140-90-9) + chloroformic acid ethyl ester (541-41-3) → S-(ethoxycarbonyl) O-ethyl dithiocarbonate (3278-35-1)

Guidance literature:

With cetyltrimethylammonim bromide; In N,N-dimethyl-aniline; at 10 - 25 ℃; for 4h;

Reference yield: 75.0%

potassium ethyl xanthogenate (140-89-6) + chloroformic acid ethyl ester (541-41-3) → S-(ethoxycarbonyl) O-ethyl dithiocarbonate (3278-35-1)

Guidance literature:

In diethyl ether; at 25 ℃; for 4h;

DOI:10.1021/jo00172a056

upstream raw materials:

potassium ethyl xanthogenate

chloroformic acid ethyl ester

bis(ethoxythiocarbonyl) sulfide

O-ethyl thiocarbonate ion

Downstream raw materials:

3-(4-nitro-phenyl)-thiocarbazic acid O-ethyl ester

bis(ethoxythiocarbonyl) sulfide

O-ethyl thiocarbonate ion

bis(ethoxycarbonyl) sulphide

Refernces

• 1、 Forbes, Judith,Zard, Samir Z.. "Xanthic anhydrides: A novel and convenient source of alkoxythiocarbonyl and alkyl radicals". . p. 8257 - 8266. Retrieved 2007/10/02.
• 2、 Palominos, Mario A.,Santos, Jose G.,Vega, Juan C.,Martinez, Manuel A.. "PYROTHIOCARBONATES III. SYNTHESIS OF S-(ALKOXYCARBONYL) O-ALKYLDITHIOCARBONATES". . p. 91 - 96. Retrieved 2007/10/02.