Diphenyl sulfide

Base Information

• Chemical Name: Diphenyl sulfide
• CAS No.: 139-66-2
• Molecular Formula: C12H10S
• Molecular Weight: 186.277
• Hs Code.: 2930 90 98
• European Community (EC) Number: 205-371-4
• NSC Number: 4568
• UNII: B5P3Y93MNR
• DSSTox Substance ID: DTXSID8044383
• Nikkaji Number: J2.023K
• Wikidata: Q5806959
• Metabolomics Workbench ID: 56091
• ChEMBL ID: CHEMBL219876
• Mol file: 139-66-2.mol

Synonyms:diphenyl sulfide

Chemical Property of Diphenyl sulfide

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.0026mmHg at 25°C
• Melting Point: -40 °C
• Refractive Index: n20/D 1.6327(lit.)
• Boiling Point: 296 °C at 760 mmHg
• Flash Point: 128.4 °C
• PSA: 25.30000
• Density: 1.13 g/cm³
• LogP: 3.83780
• Storage Temp.: Store below +30°C.
• Sensitive.: Stench
• Solubility.: Soluble in ether, benzene, carbon disulphide.
• Water Solubility.: insoluble
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 186.05032149
• Heavy Atom Count: 13
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Phenyl Sulfide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 22-38-50/53-36/38
• Safety Statements: 23-28-60-61-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC=C(C=C1)SC2=CC=CC=C2
• Uses: Diphenyl Sulfide is an aromatic organosulfur compound. Diphenyl Sulfide is metabolite of the fungicide Edifenphos as well as a potential Impurity of Fenticonazole Nitrate (F279250). Diphenyl sulfide is used as a raw material for triaryl sulfonium photoinitiator, intermediates for agrichemicals, catalyst, metal extractants.

Technology Process of Diphenyl sulfide

There total 793 articles about Diphenyl sulfide 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: 95.0%

4-chloromethoxybenzene (623-12-1) + thiophenol (108-98-5) → diphenyl sulfide (139-66-2) + 1-methoxy-4-(phenylsulfanyl)benzene (5633-57-8) + bis(4-methoxyphenyl)sulfide (3393-77-9)

Guidance literature:

With potassium tert-butylate; palladium diacetate; (R)-(-)-1-[(S_P)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; In toluene; at 110 ℃; for 6 - 12h; Product distribution / selectivity;

Reference yield: 91.0%

N-(phenylsulphonyl)benzohydrazonoyl azide (80828-06-4) → diphenyl sulfide (139-66-2) + benzonitrile (100-47-0)

Guidance literature:

With triethylamine; In acetonitrile; Ambient temperature;

DOI:10.1246/cl.1982.59

Reference yield: 89.0%

dibenzyl sulfide (538-74-9) → diphenyl sulfide (139-66-2) + benzyl chloride (100-44-7)

Guidance literature:

With 2-carboxybenzene diazonium chloride; methyloxirane; In dichloromethane; for 0.75h; Heating;

DOI:10.1246/cl.1985.677

upstream raw materials:

O,O-diphenyl phosphorodithioic acid

bromobenzene

bis(benzenethiolato)lead(II)

4-nitraminopyridine N-oxide

Downstream raw materials:

4'-(2-carboxybenzoyl)diphenyl sulfide

triphenylmethyl phenyl sulfide

4-methoxy-4'-phenylsulfanyl-benzophenone

2-methyl-1-(4-phenylsulfanyl-phenyl)-propan-1-one

Refernces

• 1、 Dzhemilev, U. M.,Kunakova, R. V.,Baibulatova, N. Z.. "SYNTHESIS OF HIGHER UNSATURATED SULFIDES USING PALLADIUM COMPLEXES". . p. 115 - 120. Retrieved 1986.
• 2、 Kalogirou, Andreas S.,Koutentis, Panayiotis A.. "The reaction of 4,5-dichloro-1,2,3-dithiazolium chloride with DMSO: an improved synthesis of 4-chloro-1,2,3-dithiazol-5H-one". . p. 6855 - 6858. Retrieved 2009.
• 3、 Foley, Bryan J.,Palit, Chandra Mouli,Bhuvanesh, Nattamai,Zhou, Jia,Ozerov, Oleg V.. "Concerted aryl-sulfur reductive elimination from PNP pincer-supported Co(iii) and subsequent Co(i)/Co(iii) comproportionation". . p. 6075 - 6084. Retrieved 2020.
• 4、 Macallum. "-". . p. 154,158. Retrieved 1948.
• 5、 Wang,Hay. "A novel synthesis of diaryl sulfides". . p. 5685 - 5686. Retrieved 1990.
• 6、 Okamoto, Ken,Housekeeper, Jeremy B.,Luscombe, Christine K.. "Room-temperature carbon-sulfur bond formation from Ni(II) σ-aryl complex via cleavage of the S-S bond of disulfide moieties". . p. 639 - 643. Retrieved 2013.
• 7、 Vaghoo, Habiba,Prakash, G. K. Surya,Narayanan, Arjun,Choudhary, Rohit,Paknia, Farzaneh,Mathew, Thomas,Olah, George A.. "Superelectrophilic Activation of Crotonic/Methacrylic Acids: Direct Access to Thiochroman-4-ones from Benzenethiols by Microwave-Assisted One-Pot Alkylation/Cyclic Acylation". . p. 6170 - 6173. Retrieved 2015.
• 8、 Gaber, Abd El-Aal M.. "Thermal fragmentation and rearrangement of β-ketosulfide and β-ketosulfone derivatives". . p. 135 - 145. Retrieved 1997.
• 9、 Shagun et al.. "". . . Retrieved 1979.
• 10、 Andersen,Yaeger. "". . p. 865. Retrieved 1963.