Methyl phenyl disulfide

Base Information

• Chemical Name: Methyl phenyl disulfide
• CAS No.: 14173-25-2
• Molecular Formula: C7H8 S2
• Molecular Weight: 156.273
• Hs Code.: 29309099
• European Community (EC) Number: 238-020-9
• NSC Number: 677545,87076
• UNII: CY4EJP36CL
• DSSTox Substance ID: DTXSID6065719
• Nikkaji Number: J216.892H
• Wikidata: Q27275886
• Metabolomics Workbench ID: 49207
• ChEMBL ID: CHEMBL118504
• Mol file: 14173-25-2.mol

Synonyms:Methyl phenyl disulfide;14173-25-2;Disulfide, methyl phenyl;(methyldisulfanyl)benzene;Methyl phenyl disulphide;Phenyl methyl disulfide;UNII-CY4EJP36CL;CY4EJP36CL;EINECS 238-020-9;NSC 87076;NSC-87076;NSC677545;NSC-677545;methyldisulfanyl-benzene;methylphenyl disulfide;methyldisulfanylbenzene;Methyl phenyl persulfide;1-methyl-2-phenyldisulfane;SCHEMBL576033;CHEMBL118504;DTXSID6065719;FEMA NO. 3872;FEMA 3872;NSC87076;AKOS015899680;METHYL PHENYL DISULFIDE [FHFI];FT-0637023;Q27275886

Chemical Property of Methyl phenyl disulfide

Chemical Property:

• Appearance/Colour: Colorless or light yellow liquid
• Vapor Pressure: 0.222mmHg at 25°C
• Refractive Index: 1.617-1.619
• Boiling Point: 215°Cat760mmHg
• Flash Point: 112.4°C
• PSA: 50.60000
• Density: 1.16g/cm³
• LogP: 3.05670
• Storage Temp.: Flammables area
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 156.00674260
• Heavy Atom Count: 9
• Complexity: 67.3

Purity/Quality:

99% ^*data from raw suppliers

METHYL PHENYL DISULFIDE 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSSC1=CC=CC=C1

Technology Process of Methyl phenyl disulfide

There total 29 articles about Methyl phenyl 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: 94.0%

C25H30O6PS(1+)*I(1-) (129972-72-1) + thiophenol (108-98-5) → methyl phenyl disulfide (14173-25-2) + Tris-(2,6-dimethoxy-phenyl)-phosphane; hydriodide (129972-84-5)

Guidance literature:

With (2,6)3P; In methanol; for 24h; Ambient temperature;

DOI:10.1246/bcsj.64.1782

Reference yield: 94.0%

4-(2-Methylsulfanyl-2,5-diphenyl-2H-pyrrol-3-yl)-morpholine (104445-44-5) → methyl phenyl disulfide (14173-25-2) + 4-(2,5-Diphenyl-1H-pyrrol-3-yl)-morpholine (104445-35-4)

Guidance literature:

With thiophenolate; In ethanol;

DOI:10.1016/S0040-4039(00)98700-8

Reference yield: 90.0%

methanethiosulfonic acid S-methyl ester (2949-92-0,31761-75-8) + thiophenol (108-98-5) → methyl phenyl disulfide (14173-25-2)

Guidance literature:

thiophenol; With sodium hydroxide; In water; at 0 - 20 ℃; for 0.166667h; Inert atmosphere;

methanethiosulfonic acid S-methyl ester; In water; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.0c00980

upstream raw materials:

methanethiosulfonic acid S-methyl ester

phenylthiotrimethylsilane

S-methyl methanethiosulfinate

thiophenolate

Downstream raw materials:

(+/-)-threo-2,3-bis(phenylthio)butane

trimethyl tetrathiophosphate

triphenyl thiophosphite

C₈H₁₁PS₃

Refernces

• 1、 O'Donnell, Gemma,Poeschl, Rosemarie,Zimhony, Oren,Gunaratnam, Mekala,Moreira, Joao B. C.,Neidle, Stephen,Evangelopoulos, Dimitrios,Bhakta, Sanjib,Malkinson, John P.,Boshoff, Helena I.,Lenaerts, Anne,Gibbons, Simon. "Bioactive pyridine-N-oxide disulfides from allium stipitatum". . p. 360 - 365. Retrieved 2009.
• 2、 Yamamoto, Eiji,Kawai, Yasutaka,Takakura, Kei,Kimura, Moemi,Murayama, Haruno,Matsueda, Hironobu,Otsuki, Shujiro,Sakata, Hiroshi,Tokunaga, Makoto. "Convenient Unsymmetrical Disulfane Synthesis: Basic Zeolite-Catalyzed Thiol-Disulfane Exchange Reaction". . p. 4694 - 4699. Retrieved 2021/10/14.
• 3、 Boyd, Derek R.,Sharma, Narain D.,Shepherd, Steven D.,Allenmark, Stig G.,Allen, Christopher C. R.. "Enzyme-catalysed oxidation of 1,2-disulfides to yield chiral thiosulfinate, sulfoxide and cis-dihydrodiol metabolites". . p. 27607 - 27619. Retrieved 2014/07/21.