Diethyl disulfide

Base Information

• Chemical Name: Diethyl disulfide
• CAS No.: 110-81-6
• Molecular Formula: C4H10 S2
• Molecular Weight: 122.255
• Hs Code.: 2930 90 98
• European Community (EC) Number: 203-805-7
• NSC Number: 8839
• UNII: X2SFL51MH0
• DSSTox Substance ID: DTXSID3051464
• Nikkaji Number: J5.101B
• Wikidata: Q27293452
• Metabolomics Workbench ID: 43913
• Mol file: 110-81-6.mol

Synonyms:DIETHYL DISULFIDE;110-81-6;Ethyl disulfide;Disulfide, diethyl;(ethyldisulfanyl)ethane;Diethyl disulphide;Ethyldithioethane;3,4-Dithiahexane;Ethyl disulphide;Diethyldisulfid;Diethyldisulfide;Ethyldisulfide;Diethyldisulfid [Czech];NSC 8839;ethyldisulfanyl-ethane;1,1'-dithiodiethane;EINECS 203-805-7;1-(Ethyldisulfanyl)ethane;UNII-X2SFL51MH0;X2SFL51MH0;AI3-32579;NSC-8839;ethyldisulphide;diethyldisulphide;ethyldisulfanylethane;(ethyldisulanyl)ethane;1,2-diethyldisulfane;Ethyl disulfide (8CI);Diethyl disulfide, 99%;SCHEMBL82321;1-(Ethyldisulfanyl)ethane #;WLN: 2SS2;Diethyl disulfide, 99%, FG;DIETHYL DISULFIDE [FHFI];DTXSID3051464;FEMA NO. 4093;NSC8839;CHEBI:179050;(C2H5S)2;MFCD00009266;NSC801679;AKOS015838958;NSC-801679;LS-63084;D0486;FT-0624779;D89662;EN300-181841;A802248;J-002480;FLAMMABLE LIQUID, N.O.S. (DIETHYL DISULPHIDE);Q27293452

Chemical Property of Diethyl disulfide

Chemical Property:

• Appearance/Colour: Clear to yellow liquid
• Vapor Pressure: 18.394mmHg at 25°C
• Melting Point: 95-98.5 °C(lit.)
• Refractive Index: 1.5055 - 1.5075
• Boiling Point: 152 - 154 C
• Flash Point: 40 ºC
• PSA: 50.60000
• Density: 0.99
• LogP: 2.40760
• Storage Temp.: −20°C
• Solubility.: H2O: passes test
• Water Solubility.: Soluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 122.02239267
• Heavy Atom Count: 6
• Complexity: 17.5

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Disulfide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-38-41-36/37/38-10
• Safety Statements: 26-39-37/39-16-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CCSSCC
• Uses: Diethyl sulfide is used as a solvent for anhydrous minerals and in plating baths for gold and silver

Technology Process of Diethyl disulfide

There total 283 articles about Diethyl disulfide 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: 29.0%

benzyl(ethyl)sulfane (6263-62-3) → Diethyl disulfide (110-81-6) + N-Benzylaniline (758640-21-0,103-32-2) + benzylidene phenylamine (538-51-2) + aniline (62-53-3)

Guidance literature:

With Phenyl azide; at 155 ℃; for 10h; Further byproducts given;

Reference yield: 29.0%

benzyl(ethyl)sulfane (6263-62-3) + Phenyl azide (622-37-7) → Diethyl disulfide (110-81-6) + N-Benzylaniline (758640-21-0,103-32-2) + benzylidene phenylamine (538-51-2) + aniline (62-53-3)

Guidance literature:

at 155 ℃; for 10h; Further byproducts given;

Reference yield: 25.0%

<(benzyloxycarbonyl)(ethylsulfinyl)methylene>triphenylphosphorane (224043-59-8) → Diethyl disulfide (110-81-6) + (Z)-β-(ethylthio)styrene (20890-79-3) + (E)-[2-(ethylsulfanyl)vinyl]benzene (20890-80-6) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

at 500 ℃; under 0.001 - 0.1 Torr; Title compound not separated from byproducts;

upstream raw materials:

ethylmagnesium iodide

tetrachloromethane

sodium thioethylate

1-Heptene

Downstream raw materials:

rac-bis-1,2-(ethylsulfanyl)-1-phenylethane

1,1,2,2-tetraphenylethylene

sodium thioethylate

S-ethylmercapto-L-cysteine

Refernces

• 1、 Cvetanovic,Singleton,Irwin. "Gas-phase reactions of O(3P) atoms with methanethiol, ethanethiol, methyl sulfide, and dimethyl disulfide. 2. Reaction products and mechanisms". . p. 3530 - 3539. Retrieved 1981.
• 2、 Leung, Ping-Sang K.,Hoffmann, Michael R.. "Kinetics and Mechanism of the Autoxidation of 2-Aminoethanethiol and Ethanethiol Catalyzed by Cobalt(II) 4,4',4'',4'''-Tetrasulfophthalocyanine in Aqueous Solution". . p. 434 - 441. Retrieved 1989.
• 3、 Dreyer, Daniel R.,Jia, Hong-Peng,Todd, Alexander D.,Geng, Jianxin,Bielawski, Christopher W.. "Graphite oxide: A selective and highly efficient oxidant of thiols and sulfides". . p. 7292 - 7295. Retrieved 2011.
• 4、 Meshram, Harshadas M.. "An efficient and mild cleavage of thiol acetate with clayfen in the absence of solvent". . p. 2521 - 2522. Retrieved 1993.
• 5、 Hisaeda, Yoshio,Kikuchi, Jun-ichi,Sasaki, Yoshihiro,Song, Xi-Ming,Wu, Qiuhua,Yasuhara, Kazuma,Zhang, Dan,Zhang, Guolin,Zhang, Li. "Aerobic oxidation of thioglycol catalysed by metallophthalocyanine in an organic-inorganic hybrid vesicle “cerasome”". . . Retrieved 2020.
• 6、 Masnabadi, Nasrin,Ghasemi, Mohammad Hadi,Beyki, Mostafa Hossein,Sadeghinia, Mohammad. "Oxidative dimerization of thiols to disulfide using recyclable magnetic nanoparticles". . p. 1609 - 1618. Retrieved 2017.
• 7、 Ayrey et al.. "". . p. 171. Retrieved 1979.
• 8、 Ritter,Krueger. "-". . p. 2316. Retrieved 1970.
• 9、 Bruce,Bruce,Tyler. "PHOTOCHEMISTRY AND ELECTRONIC STRUCTURE OF THE ( eta 5-C5H5)2TiS5 COMPLEX.". . p. 6660 - 6664. Retrieved 1984.
• 10、 Masaki,Fukui. "-". . p. 151. Retrieved 1977.