Dipropyl disulfide

Base Information

• Chemical Name: Dipropyl disulfide
• CAS No.: 629-19-6
• Molecular Formula: C6H14S2
• Molecular Weight: 150.309
• Hs Code.: 29309070
• European Community (EC) Number: 211-079-8
• NSC Number: 75122
• UNII: I7K169J70F
• DSSTox Substance ID: DTXSID2022096
• Nikkaji Number: J43.517A
• Wikidata: Q1227317
• Metabolomics Workbench ID: 44899
• Mol file: 629-19-6.mol

Synonyms:di-n-propyl disulfide;dipropyl disulfide;n-propyl disulfide

Chemical Property of Dipropyl disulfide

Chemical Property:

• Appearance/Colour: Clear colurless to pale yellow liquid
• Vapor Pressure: 0.735mmHg at 25°C
• Melting Point: -86 °C(lit.)
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 190.9 °C at 760 mmHg
• Flash Point: 66.1 °C
• PSA: 50.60000
• Density: 0.966 g/cm³
• LogP: 3.18780
• Storage Temp.: Store below +30°C.
• Solubility.: 0.04g/l
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 150.05369279
• Heavy Atom Count: 8
• Complexity: 31.5

Purity/Quality:

99% ^*data from raw suppliers

Dipropyl Disulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCSSCCC
• Chemical Composition and Structure: Dipropyl disulfide (DPDS) is an organic disulfide compound composed of two propyl groups bonded to a central sulfur atom (C6H14S2).
• Sources: Found as a component of essential oils obtained from Allium species.
• Uses and Mechanism of Action: Analytical Chemistry:; Used for the sorption-spectrometric determination of palladium and gold ions.^[1]; ; Environmental Applications:; Employed in the sorption of silver(I) from nitric and hydrochloric acid solutions.^[2]; ; Other Mechanism of Action:; Metabolized by rat liver enzymes, particularly cytochrome P450 and flavin-containing monooxygenases, forming dipropyl thiosulfinate and other metabolites.^[3]
• References: [1] Sorption-spectrometric determination of palladium and gold using silica chemically modified with dipropyl disulfide groups; DOI 10.1134/S1061934814030101; [2] Silver(I) sorption by silica gels chemically modified with mercaptopropyl or dipropyl disulfide groups; DOI 10.1134/S0036023606040103; [3] Metabolism of Dipropyl Disulfide by Rat Liver Phase I and Phase II Enzymes and by Isolated Perfused Rat Liver; Drug Metabolism and Disposition June 2000, 28 (6) 648-654

Technology Process of Dipropyl disulfide

There total 98 articles about Dipropyl 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: 84.0%

1-thiopropane (107-03-9) + para-nitrobenzenethiol (1849-36-1) → di(p-nitrophenyl) disulfide (100-32-3) + 1-(4-nitrophenyl)?2-propyldisulfane + Dipropyl disulfide (629-19-6)

Guidance literature:

With 4,6-di-tert-butyl-N-(tert-butyl)-o-aminophenol; In acetonitrile; Electrolysis;

DOI:10.1149/1945-7111/abfe43

Reference yield: 76.0%

1-thiopropane (107-03-9) + As,As,N-triphenylarsinic amide (135629-82-2) → propyl diphenylarsinothioate (17544-92-2) + aniline (62-53-3) + Dipropyl disulfide (629-19-6)

Guidance literature:

In benzene;

Reference yield: 55.1%

1-thiopropane (107-03-9) → dipropyl trisulfide (6028-61-1) + 1,4-di(n-propyl)tetrasulfane (52687-98-6) + Dipropyl disulfide (629-19-6)

Guidance literature:

With boron trifluoride diethyl etherate; sulfur dioxide; In dichloromethane; at 25 ℃; for 24h;

DOI:10.1246/bcsj.56.2657

upstream raw materials:

tetrachloromethane

1-thiopropane

sodium ethanolate

sodium 1-propanethiolate

Downstream raw materials:

propyl propylthiosulfinate

S-propylmercapto-L-cysteine

methyl n-propyl disulfide

methyl propyl trisulfide

Refernces

• 1、 Van Tamelen et al.. "". . p. 4302. Retrieved 1961.
• 2、 Jong, Woo Han,Hill, Craig L.. "A coordination network that catalyzes O2-based oxidations". . p. 15094 - 15095. Retrieved 2007.
• 3、 Berberova, Nadezhda T.,Burmistrova, Daria A.,Galustyan, Andrey,Smolyaninov, Ivan V.. "Substituted o-Aminophenols as Redox-Mediators in the Thiol Oxidation to Unsymmetrical Disulfides". . . Retrieved 2021/06/17.
• 4、 Ru-Jian, Yu,Chun-Yan, Zhang,Xiang, Zhou,Xiong, Yan-Shi,Duan, Xue-Min. "Copper-catalyzedortho-selective direct sulfenylation ofN-aryl-7-azaindoles with disulfides". supporting information. p. 2901 - 2906. Retrieved 2021/04/14.