Acetyl p-tolyl disulfide

Base Information

• Chemical Name: Acetyl p-tolyl disulfide
• CAS No.: 14227-19-1
• Molecular Formula: C9H10 O S2
• Molecular Weight: 0
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID30161991
• Nikkaji Number: J50.187E
• Wikidata: Q83030483
• Mol file: 14227-19-1.mol

Synonyms:Acetyl p-tolyl disulfide;14227-19-1;S-p-Tolyl dithioperoxyacetate;Acetyl(p-methylphenyl) persulfide;BRN 1948206;S-(4-methylphenyl)sulfanyl ethanethioate;Dithioperoxyacetic acid, S-(p-tolyl) ester;Ethane(dithioperoxic) acid, 4-methylphenyl ester (9CI);Peroxyacetic acid, dithio-, SS-p-tolyl ester;Peroxyacetic acid, dithio-, S-(p-tolyl) ester;Ethane(dithioperoxic) acid, 4-methylphenyl ester;C9H10OS2;DTXSID30161991;LS-102463;Ethane(dithioperoxoic) acid, 4-methylphenyl ester

Chemical Property of Acetyl p-tolyl disulfide

Chemical Property:

• Vapor Pressure: 0.000363mmHg at 25°C
• Boiling Point: 318.4°C at 760 mmHg
• Flash Point: 138°C
• PSA: 67.67000
• Density: 1.2g/cm³
• LogP: 3.28180
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 198.01730729
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)SSC(=O)C

Technology Process of Acetyl p-tolyl disulfide

There total 3 articles about Acetyl p-tolyl 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:

di(4-methyl)phenylthiosulfonate (2943-42-2) + potassium thioacetate (10387-40-3) → Acetyl-p-methylphenyl-disulfid (14227-19-1)

Guidance literature:

In dichloromethane; at -40 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b03262

Reference yield:

acetyl-chloro-sulfane (6405-82-9) + para-thiocresol (106-45-6) → Acetyl-p-methylphenyl-disulfid (14227-19-1)

Guidance literature:

In diethyl ether;

DOI:10.1021/jo00822a017

Reference yield:

di(p-tolyl) disulfide (103-19-5) + tiolacetic acid (507-09-5) → Acetyl-p-methylphenyl-disulfid (14227-19-1)

Guidance literature:

Multistep reaction; (i) Cl₂, CH₂Cl₂, (ii) /BRN= 773684/;

DOI:10.1021/jm00285a006

upstream raw materials:

acetyl-chloro-sulfane

para-thiocresol

di(p-tolyl) disulfide

tiolacetic acid

Refernces

• 1、 Field,Hanley,McVeigh,Evans. "Biologically oriented organic sulfur chemistry. 7. Carbonyl disulfides as inhibitory agents for Histoplasma capsulatum.". . p. 202 - 206. Retrieved 2007/10/12.