Acetic acid,2,2'-dithiobis-, 1,1'-diethyl ester

Base Information

• Chemical Name: Acetic acid,2,2'-dithiobis-, 1,1'-diethyl ester
• CAS No.: 1665-65-2
• Molecular Formula: C8H14 O4 S2
• Molecular Weight: 238.329
• Mol file: 1665-65-2.mol

Synonyms:Aceticacid, 2,2'-dithiobis-, diethyl ester (9CI); Acetic acid, dithiodi-, diethylester (7CI,8CI); 2,2'-Dithiobis(acetic acid) diethyl ester;Bis(2-ethoxy-2-oxoethyl) disulfide; Bis(carbethoxymethyl) disulfide;Bis(ethoxycarbonylmethyl) disulfide; Diethoxycarbonylmethyl disulfide; NSC54085

Chemical Property of Acetic acid,2,2'-dithiobis-, 1,1'-diethyl ester

Chemical Property:

• Boiling Point: 296.7°Cat760mmHg
• Flash Point: 131.2°C
• Density: 1.219g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetic acid,2,2'-dithiobis-, 1,1'-diethyl ester

There total 8 articles about Acetic acid,2,2'-dithiobis-, 1,1'-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: 85.0%

ethyl 2-sulfanylacetate (623-51-8) + 2-trifluoromethyl-4-chromone (151668-40-5) → diethyl 2,2'-disulfanediyldiacetate (1665-65-2) + 2-(trifluoromethyl)-1,2-dihydro-4H-thieno[2,3-c]chromen-4-one (365242-43-9)

Guidance literature:

With triethylamine; at 80 ℃; for 12h;

DOI:10.1016/S0040-4020(03)00329-6

Reference yield: 61.0%

ethyl 2-sulfanylacetate (623-51-8) → diethyl 2,2'-disulfanediyldiacetate (1665-65-2) + ethyl (benzylthio)acetate (2899-67-4)

Guidance literature:

With (C₆H₅CH₂)bis(dimethylglyoximato)(pyridine)Co(III); In dichloromethane; at 35 ℃; for 24h; Product distribution; Irradiation; variation of solvents, organocobaloximes, temperature, time; other thiols;

DOI:10.1246/bcsj.63.2549

Reference yield: 30.0%

[Co(CH2Ph)(dimethylglyoximate(1-))2(pyridine)] + ethyl 2-sulfanylacetate (623-51-8) → ethoxycarbonylmethylthiocobaloxime + diethyl 2,2'-disulfanediyldiacetate (1665-65-2) + ethyl (benzylthio)acetate (2899-67-4)

Guidance literature:

In dichloromethane; Irradiation (UV/VIS); dissoln. of cobaloxime and mercaptoacetate (CH2Cl2, Ar), irradn. (400 W tungsten lamp, 24 h, 35°C), evapn.; isolation (silica-gel chromatography, CH2Cl2, acetone);

DOI:10.1246/bcsj.63.2549

upstream raw materials:

chloroacetic acid ethyl ester

ethyl bromoacetate

ethyl 2-sulfanylacetate

(<thio>methylene)-N-methylmethanaminium chloride

Downstream raw materials:

NSC 28727

ethyl 2-sulfanylacetate

Morpholinothiocarbonylcarbonsaeure

ethyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate

Refernces

• 1、 Kijima, Masashi,Miyamori, Kiyokatsu,Nakamura, Tomoko,Sato, Takeo. "Reaction of Organocobaloxime with Thiol under Irradiation". . p. 2549 - 2554. Retrieved 1990.
• 2、 Khakina, Ekaterina A.,Peregudov, Alexander S.,Yurkova, Anastasiya A.,Piven, Natalya P.,Shestakov, Alexander F.,Troshin, Pavel A.. "Unusual multistep reaction of C70Cl10 with thiols producing C70[SR]5H". . p. 1215 - 1219. Retrieved 2016/03/01.
• 3、 Ramesha,Chandrasekaran. "Benzyltriethylammonium tetrathiomolybdate: An improved sulfur transfer reagent for the synthesis of disulfides". . p. 3277 - 3284. Retrieved 2007/10/02.