O,S-Diethyl dithiocarbonate

Base Information

• Chemical Name: O,S-Diethyl dithiocarbonate
• CAS No.: 623-79-0
• Molecular Formula: C5H10OS2
• Molecular Weight: 150.266
• Hs Code.: 2930902000
• European Community (EC) Number: 210-813-4
• NSC Number: 8847
• UNII: V1R102TJNP
• DSSTox Substance ID: DTXSID5060776
• Nikkaji Number: J6.847K
• Wikidata: Q27291421
• Mol file: 623-79-0.mol

Synonyms:O,S-Diethyl dithiocarbonate;623-79-0;Diethyl xanthate;Ethyl O-ethylxanthate;ethoxy(ethylsulfanyl)methanethione;O-ethyl ethylsulfanylmethanethioate;Carbonodithioic acid, O,S-diethyl ester;Ethyl S-ethyl xanthate;Carbonic acid, dithio-, O,S-diethyl ester;UNII-V1R102TJNP;V1R102TJNP;NSC 8847;NSC-8847;EINECS 210-813-4;AI3-01301;AI3-01365;Ethyl ethyl xanthate;Ethyl-ethylxanthate;diethyldithiocarbonate;ETHYL ETHYLXANTHATE;ETHYL S-ETHYLXANTHATE;SCHEMBL2148545;DTXSID5060776;NSC8847;Carbonic acid, O,S-diethyl ester;Carbonodithioic acid,S-diethyl ester;dithiocarbonic acid O,S-diethyl ester;AKOS015898639;XANTHIC ACID, ETHYL-, ETHYL ESTER;CS-0238225;EN300-191556;A833748;Q27291421

Chemical Property of O,S-Diethyl dithiocarbonate

Chemical Property:

• Appearance/Colour: Yellow liquid
• Vapor Pressure: 0.469mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 200 °C at 760 mmHg
• Flash Point: 74.8 °C
• PSA: 66.62000
• Density: 1.101 g/cm³
• LogP: 2.06090
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 150.01730729
• Heavy Atom Count: 8
• Complexity: 72.8

Purity/Quality:

99% ^*data from raw suppliers

O,S-Diethyldithiocarbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=S)SCC

Technology Process of O,S-Diethyl dithiocarbonate

There total 33 articles about O,S-Diethyl dithiocarbonate 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: 95.0%

ethyl bromide (74-96-4) + potassium ethyl xanthogenate (140-89-6) → O,S-Diethyl dithiocarbonate (623-79-0)

Guidance literature:

In acetone; at 25 ℃; for 24h;

DOI:10.1002/ejoc.202100647

Reference yield: 93.0%

diethyl sulfate (64-67-5) + potassium ethyl xanthogenate (140-89-6) → O,S-Diethyl dithiocarbonate (623-79-0)

Guidance literature:

With sodium hydrogencarbonate; In water; for 1.5h; Ambient temperature;

DOI:10.1055/s-1981-29371

Reference yield: 82.0%

potassium ethyl xanthogenate (140-89-6) + ethyl iodide (75-03-6) → O,S-Diethyl dithiocarbonate (623-79-0)

Guidance literature:

18-crown-6 ether; In dichloromethane; for 1h; Ambient temperature;

upstream raw materials:

ethyl bromide

potassium ethyl xanthogenate

bis(ethoxythiocarbonyl) sulfide

chloroethane

Downstream raw materials:

N,N-dimethyl ethyl thiocarbamate

3-phenyl-thiocarbazic acid O-ethyl ester

benzylthiocarbamic acid O-ethyl ester

thiophene

Refernces

• 1、 Bickert,Hartke. "Reactions of cyclooctatetraene dibromides with N-morpholino-carbamodithioate, ethyl xanthogenate, and dithioacetate". . p. 590 - 593. Retrieved 1997.
• 2、 Sokolov, Anatolii I.,Mikhaylov, Andrey A.,Baleeva, Nadezhda S.,Baranov, Mikhail S.. "Xanthates as Thiol Surrogates for Nucleophilic Substitution with Aryl Halides". supporting information. p. 4350 - 4357. Retrieved 2021/08/24.
• 3、 Humeres, Eduardo,Sanchez, Maria De Nazare,Lobato, Conceicao M. L.,Debacher, Nito A.,De Souza, Eduardo P.. "The mechanisms of hydrolysis of alkyl N-alkylthioncarbamate esters at 100°C". . p. 1483 - 1491. Retrieved 2007/10/03.