Diethyl trithiocarbonate

Base Information

• Chemical Name: Diethyl trithiocarbonate
• CAS No.: 2314-49-0
• Molecular Formula: C5H10 S3
• Molecular Weight: 166.332
• Hs Code.: 2930909090
• European Community (EC) Number: 219-012-4
• DSSTox Substance ID: DTXSID50177711
• Nikkaji Number: J55.531B
• Wikidata: Q83048030
• Mol file: 2314-49-0.mol

Synonyms:Diethyl trithiocarbonate;2314-49-0;Carbonotrithioic acid, diethyl ester;bis(ethylsulfanyl)methanethione;CARBONIC ACID, TRITHIO-, DIETHYL ESTER;EINECS 219-012-4;BRN 1745274;SCHEMBL35180;bis(ethylsulfanyl)-methanethione;C5H10S3;DTXSID50177711;Trithiocarbonic acid diethyl ester;Trithiocarbonic acid, diethyl ester;C5-H10-S3;AKOS006278479;LS-52139

Chemical Property of Diethyl trithiocarbonate

Chemical Property:

• Vapor Pressure: 0.00584mmHg at 25°C
• Boiling Point: 282.1°Cat760mmHg
• Flash Point: 124.4°C
• PSA: 82.69000
• Density: 1.155g/cm³
• LogP: 2.77750
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 165.99446384
• Heavy Atom Count: 8
• Complexity: 62.1

Purity/Quality:

98%Min ^*data from raw suppliers

DIETHYL TRITHIOCARBONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCSC(=S)SCC

Technology Process of Diethyl trithiocarbonate

There total 32 articles about Diethyl trithiocarbonate 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%

carbon disulfide (75-15-0,12122-00-8) + ethyl bromide (74-96-4) → diethyl trithiocarbonate (2314-49-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl acetamide; at 25 ℃; for 18h;

DOI:10.1055/s-2006-932480

Reference yield: 98.0%

ethyl ester of p-toluenesulfonic acid (80-40-0) → diethyl trithiocarbonate (2314-49-0)

Guidance literature:

With carbon disulfide; caesium carbonate; In dimethyl sulfoxide; at 20 - 25 ℃; for 4h; Inert atmosphere;

DOI:10.1007/s00706-008-0956-7

Reference yield: 93.0%

ethyl iodide (75-03-6) → diethyl trithiocarbonate (2314-49-0)

Guidance literature:

With aluminum oxide; potassium fluoride; In N,N-dimethyl-formamide; at 25 ℃; for 17h;

DOI:10.1246/cl.2008.22

upstream raw materials:

perchlorodimethyltrisulfane

sodium thioethylate

ethyl chlorodithioformate

N,N-dimethyl-aniline

Downstream raw materials:

diethyl sulphide

tris(ethylsulfanyl)methane

tetrakis(ethylthio)ethene

ammonium thiocyanate

Refernces

• 1、 Chaturvedi, Devdutt,Mishra, Nisha,Chaturvedi, Amit K.,Mishra, Virendra. "An efficient, one-pot synthesis of trithiocarbonates from alcoholic tosylates using the Cs2CO3/CS2 system". . p. 1467 - 1470. Retrieved 2008.
• 2、 Aoyagi, Naoto,Ochiai, Bungo,Mori, Hideharu,Endo, Takeshi. "Mild and efficient one-step synthesis of trithiocarbonates using minimum amount of CS2". . p. 636 - 638. Retrieved 2006.
• 3、 Hewitt, Russell J.,Ong, Michelle Jui Hsien,Lim, Yi Wee,Burkett, Brendan A.. "Investigations of the Thermal Responsiveness of 1,4,2-Oxathiazoles". supporting information. p. 6687 - 6700. Retrieved 2015/10/29.
• 4、 Soleiman-Beigi, Mohammad,Taherinia, Zahra. "An efficient one-pot approach to the synthesis of symmetric trithiocarbonates from carbon disulfide and alkyl halides using imidazole". . p. 470 - 476. Retrieved 2014/08/18.