Dibenzyl disulfide

Base Information

• Chemical Name: Dibenzyl disulfide
• CAS No.: 150-60-7
• Deprecated CAS: 325737-14-2
• Molecular Formula: C14H14S2
• Molecular Weight: 246.397
• Hs Code.: 29309090
• European Community (EC) Number: 205-764-0,695-033-6
• NSC Number: 677465,6841
• UNII: BG7680605N
• DSSTox Substance ID: DTXSID6059738
• Nikkaji Number: J60.275B
• Wikidata: Q27140119
• Metabolomics Workbench ID: 45255
• ChEMBL ID: CHEMBL121047
• Mol file: 150-60-7.mol

Synonyms:bis(phenylmethyl) disulfide

Chemical Property of Dibenzyl disulfide

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 2.91E-05mmHg at 25°C
• Melting Point: 69-72 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 367.3 °C at 760 mmHg
• Flash Point: 217.2 °C
• PSA: 50.60000
• Density: 1.168 g/cm³
• LogP: 4.76820
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 246.05369279
• Heavy Atom Count: 16
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

DibenzylDisulphide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 22-36/37-37-24

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC=C(C=C1)CSSCC2=CC=CC=C2
• Uses: Dibenzyl disulfide has been used in lubricating oil formulations to improve thermal and aging resistance of the oil. It is used an antioxidant in rubber compounding, stabilizer for petroleum fractions, additive to silicone oils. The soly in oils is increased by the presence of benzyl alcohol.

Technology Process of Dibenzyl disulfide

There total 416 articles about Dibenzyl 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: 69.0%

dibenzylamine (103-49-1) → dibenzyl disulphide (150-60-7) + dibenzyl sulfide (538-74-9) + dibenzyltrisulfide (6493-73-8) + N-benzyl-benzenecarbothioamide (14309-89-8) + phenylmethanethiol (100-53-8)

Guidance literature:

With sulfur; at 170 ℃; for 0.25h; Microwave irradiation; neat (no solvent);

DOI:10.1080/17415993.2011.640329

Reference yield: 67.0%

benzyl chloride (100-44-7) → dibenzyl disulphide (150-60-7) + phenylmethanethiol (100-53-8)

Guidance literature:

With piperidinium thiotungstate; In N,N-dimethyl-formamide; at 25 ℃; for 1h; Product distribution; Mechanism; other alkyl mono- and dihalides; other piperidinium tetrathiometalate;

DOI:10.1021/jo00274a002

Reference yield: 55.6%

1-Phenylethanol (98-85-1,13323-81-4) + phenylmethanethiol (100-53-8) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + dibenzyl disulphide (150-60-7)

Guidance literature:

In toluene; at 60 ℃; for 0.5h;

DOI:10.3762/bjoc.12.259

upstream raw materials:

pyridine

benzyl thiocyanate

acetic acid

phenylmethanethiol

Downstream raw materials:

Benzylsulfonic acid

benzyl-(3,3,3-trichloro-ξ-propenyl)-sulfide

phenylmethanethiol

benzaldehyde

Refernces

COBALT CARBONYL CATALYZED REACTIONS OF DISULFIDES: CARBONYLATION TO THIOESTERS AND DESULFURIZATION TO SULFIDES.

10.1016/S0040-4039(00)98115-2

The research focused on the catalytic reactions of disulfides using cobalt carbonyl, aiming to investigate the desulfurization and carbonylation of organic sulfur compounds. The study concluded that aromatic and benzylic disulfides react with carbon monoxide and a catalytic amount of cobalt carbonyl to produce thioesters and carbonyl sulfide. In the presence of t-butyl peroxide, high yields of sulfides were obtained. Key chemicals used in the process included cobalt carbonyl (Co2(CO)8), carbon monoxide (CO), and disulfides such as benzyl disulfide and phenyl disulfide, along with solvents like aqueous ethanol and benzene. The reactions resulted in the formation of thioesters and sulfides through a series of steps involving the formation of cobalt complexes and the insertion of carbon monoxide.