Diacetyldithiol

Base Information

• Chemical Name: Diacetyldithiol
• CAS No.: 592-22-3
• Molecular Formula: C4H6 O2 S2
• Molecular Weight: 150.222
• Nikkaji Number: J2.693J
• ChEMBL ID: CHEMBL4633599
• Mol file: 592-22-3.mol

Synonyms:DIACETYLDITHIOL;Diacetyl disulfide;592-22-3;S-acetylsulfanyl ethanethioate;Diacetylpersulfide;ERUCICACID;acetic dithioperoxyanhydride;SCHEMBL223006;CHEMBL4633599;AKOS006274590

Chemical Property of Diacetyldithiol

Chemical Property:

• Vapor Pressure: 1.01mmHg at 25°C
• Melting Point: 20°C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 178.1°Cat760mmHg
• Flash Point: 61.5°C
• PSA: 84.74000
• Density: 1.28g/cm³
• LogP: 1.46080
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 149.98092178
• Heavy Atom Count: 8
• Complexity: 96.6

Purity/Quality:

98%Min ^*data from raw suppliers

DIACETYLDITHIOL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SSC(=O)C

Technology Process of Diacetyldithiol

There total 4 articles about Diacetyldithiol 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: 98.0%

racemic methyl phenyl sulfoxide (1193-82-4) + tiolacetic acid (507-09-5) → diacetyl disulfide (592-22-3) + methyl-phenyl-thioether (100-68-5)

Guidance literature:

With iodine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1080/17415993.2012.693491

Reference yield: 80.0%

carbon disulfide (75-15-0,12122-00-8) + Acetanilid (103-84-4) → diacetyl disulfide (592-22-3) + phenyl isothiocyanate (103-72-0)

Guidance literature:

With sodium hydroxide; potassium carbonate; In acetonitrile; at 25 ℃; for 0.666667h; Yields of byproduct given;

DOI:10.1055/s-1991-26629

Reference yield: 20.0%

C6H10O3S2 → diacetyl disulfide (592-22-3) + 4-Methyl-1,2-dithiolan-3-one (37598-64-4)

Guidance literature:

at 140 - 200 ℃; under 2 Torr;

DOI:10.1007/BF01168284

upstream raw materials:

carbon disulfide

Acetanilid

acetyl chloride

racemic methyl phenyl sulfoxide

Downstream raw materials:

4-acetyoxy-1-methyl-3-phenyl-1H-quinolin-2-one

thioacetic acid

acetyl-chloro-sulfane

acetyl chloride

Refernces

• 1、 Ahrika,Anouti,Robert,Paris. "Spectroelectrochemical study of the nucleophilic substitution of diacyl disulfides by 2-nitrophenyl thiolate ions in N,N-dimethylacetamide". . p. 1867 - 1874. Retrieved 2007/10/03.
• 2、 Vasil'eva, T. P.,Lin'kova, M. G.,Kil'disheva, O. V.,Knunyants, I. L.. "SULFUR-CONTAINING HETEROCYCLES 7. NEW METHOD FOR PREPARATION OF 1,2-DITHIOLAN-3-ONES". . p. 1507 - 1510. Retrieved 2007/10/02.