Diethyl 3,3'-dithiodipropionate

Base Information

• Chemical Name: Diethyl 3,3'-dithiodipropionate
• CAS No.: 1609-40-1
• Molecular Formula: C10H18 O4 S2
• Molecular Weight: 266.383
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID1061817
• Nikkaji Number: J421.582F
• Wikidata: Q81989690
• Mol file: 1609-40-1.mol

Synonyms:Diethyl 3,3'-dithiodipropionate;1609-40-1;ethyl 3-[(3-ethoxy-3-oxopropyl)disulfanyl]propanoate;3,3/'-Dithiobis(propionic acid ethyl) ester;Propanoic acid, 3,3'-dithiobis-, diethyl ester;Propanoic acid, 3,3'-dithiobis-, 1,1'-diethyl ester;diethyl dithiodipropionate;SCHEMBL283994;DTXSID1061817;Diethyl 3,3/'-dithiodipropionate;3,3'-Dithiobis(propanoic acid ethyl) ester

Chemical Property of Diethyl 3,3'-dithiodipropionate

Chemical Property:

• Boiling Point: 354.6°Cat760mmHg
• Flash Point: 163.3°C
• PSA: 103.20000
• Density: 1.165g/cm³
• LogP: 2.27420
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 266.06465140
• Heavy Atom Count: 16
• Complexity: 187

Purity/Quality:

99%min. ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCSSCCC(=O)OCC

Technology Process of Diethyl 3,3'-dithiodipropionate

There total 9 articles about Diethyl 3,3'-dithiodipropionate 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: 94.0%

ethanol (64-17-5) + 3,3'-dithiobis(propionic acid) (1119-62-6) → 3,3'-Dithiobis(propansaeure-diethylester) (1609-40-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 5h; Reflux; Dean-Stark;

DOI:10.1039/c5tb00031a

Reference yield: 65.0%

3-mercaptopropionic acid ethyl ester (5466-06-8) → 3,3'-Dithiobis(propansaeure-diethylester) (1609-40-1)

Guidance literature:

With ammonium thiocyanate; Benzoylformic acid; In acetonitrile; for 7h; Irradiation; Green chemistry;

DOI:10.1039/d0gc03818k

Reference yield: 55.0%

ethyl acrylate (140-88-5,9003-32-1) → 3,3'-Dithiobis(propansaeure-diethylester) (1609-40-1) + bis (2-ethoxycarbonyl-2-thioxoethyl) sulfure (132843-54-0) + 2,6-diethoxycarbonyl-1,4-dithiine (132843-55-1)

Guidance literature:

With carbon dioxide; sodium perchlorate; In N,N-dimethyl-formamide; Mechanism; electrode C/S (cathode), -0.90 V;

upstream raw materials:

ethyl 3-iodopropanoate

ethanol

3,3'-dithiobis(propionic acid)

ethyl acrylate

Downstream raw materials:

3-mercaptopropionic acid ethyl ester

3,3′-dithiobis(propanoic dihydrazide)

dioctyl disulfide

2-methyl-2-[(trifluoromethyl)thio]propane

Refernces

• 1、 Danehy,J.P.,Hunter,W.E.. "-". . p. 2047 - 2053. Retrieved 1967.
• 2、 Spiliopoulou, Nikoleta,Kokotos, Christoforos G.. "Photochemical metal-free aerobic oxidation of thiols to disulfides". supporting information. p. 546 - 551. Retrieved 2021/01/28.