p-Tolyl disulfide

Base Information

• Chemical Name: p-Tolyl disulfide
• CAS No.: 103-19-5
• Deprecated CAS: 1623130-99-3
• Molecular Formula: C14H14S2
• Molecular Weight: 246.397
• Hs Code.: 29309090
• European Community (EC) Number: 203-087-5
• NSC Number: 677466,994
• UNII: T434M5FP76
• DSSTox Substance ID: DTXSID8021852
• Nikkaji Number: J31.931G
• Wikidata: Q69757838
• ChEMBL ID: CHEMBL121676
• Mol file: 103-19-5.mol

Synonyms:p-Tolyl disulfide;103-19-5;1,2-Di-p-tolyldisulfane;Di-p-tolyl disulfide;Disulfide, bis(4-methylphenyl);p-Tolyldisulfide;Biodylon;Kresulfin;Bis(4-methylphenyl) disulfide;Di-4-tolyl disulfide;4-Methylphenyl disulfide;1-Methyl-4-[(4-methylphenyl)disulfanyl]benzene;Bis(p-tolyl) disulfide;4-Tolyl disulfide;Bis(4-tolyl) disulfide;Di-p-tolyl disulphide;Bis(p-methylphenyl) disulfide;NSC 994;di-p-tolyldisulfid;NSC 677466;4,4'-Dimethyldiphenyl disulphide;NSC-994;1,1'-dithiobis(4-methylbenzene);EINECS 203-087-5;DI-p-TOLYLDISULFIDE;AI3-16363;NSC994;T434M5FP76;NSC677466;NSC-677466;4-methylphenyldisulfide;p-tolyldisulfane;p-tolyl-disulfide;p-Tolyl disulphide;para-Tolyl disulfide;Di-4-tolyl disulphide;bis-(p-tolyl)disulfide;1,2-dip-tolyldisulfane;p-Tolyl disulfide, 98%;bis(4-methylphenyl)disulfide;SCHEMBL57311;Di(4-methylphenyl) disulfide;UNII-T434M5FP76;Bis(p-methylphenyl) disulphide;Bis(4-methylphenyl) disulphide;Bis(4-methylphenyl) persulfide;CHEMBL121676;DTXSID8021852;Disulphide, bis(4-methylphenyl);TZOVOULUMXXLOJ-UHFFFAOYSA-;MFCD00008547;1-methyl-4-(p-tolyldisulfanyl)benzene;AKOS001086415;CS-W014118;UPCMLD0ENAT5297978:001;AS-57904;LS-63063;FT-0631555;T1074;1-methyl-4-(4-methylphenyl)disulfanylbenzene;D70397;1-methyl-4-[(4-methylphenyl)disulphanyl]benzene;1-Methyl-4-[(4-methylphenyl)disulfanyl]benzene #;J-000897;J-524063;Z56754522;F8881-7368

Chemical Property of p-Tolyl disulfide

Chemical Property:

• Appearance/Colour: colorless to light yellow crystalline solid
• Vapor Pressure: 9.46E-05mmHg at 25°C
• Melting Point: 43-46 °C(lit.)
• Refractive Index: 1.649
• Boiling Point: 349.475 °C at 760 mmHg
• Flash Point: 192.606 °C
• PSA: 50.60000
• Density: 1.171 g/cm³
• LogP: 5.10280
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.05369279
• Heavy Atom Count: 16
• Complexity: 167

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-p-tolyl Disulfide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CC1=CC=C(C=C1)SSC2=CC=C(C=C2)C

Technology Process of p-Tolyl disulfide

There total 657 articles about 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: 66.0%

4-methyl-4'-nitro-diphenyl sulphoxide (22865-49-2) → di(p-nitrophenyl) disulfide (100-32-3) + di(p-tolyl) disulfide (103-19-5) + p-tolylsulfinyl amide (6873-55-8)

Guidance literature:

With sulfur; ammonia; at 20 ℃; for 6h;

DOI:10.1246/cl.1983.535

Reference yield: 61.0%

C13H13N3O2S → di(p-nitrophenyl) disulfide (100-32-3) + di(p-tolyl) disulfide (103-19-5) + 4-nitrophenyl p-tolyl disulfide (14756-51-5)

Guidance literature:

With sulfur; In ammonia; at 60 ℃; for 2h;

Reference yield: 58.0%

(chloro)(phenyl)methyl p-tolyl sulfoxide (26910-46-3) → di(p-tolyl) disulfide (103-19-5) + benzaldehyde (100-52-7)

Guidance literature:

In 1,4-dioxane; water; for 12h; Heating;

DOI:10.1016/S0040-4020(00)00632-3

upstream raw materials:

pyridine

4-tolyl thiocyanate

4-methylbenzenesulfinyl chloride

p-methylbenzenesulfenyl chloride

Downstream raw materials:

bis-benzenesulfonyl-p-tolylsulfanyl-methane

4-tolyl phenyl sulfide

di-(p-tolyl)sulfane

di(4-methyl)phenylthiosulfonate

Refernces

• 1、 Taniguchi, Nobukazu. "Copper-catalyzed chalcogenation of aryl iodides via reduction of chalcogen elements by aluminum or magnesium". . p. 10510 - 10515,6. Retrieved 2012.
• 2、 Chai, Pin Ji,Li, Yong Shu,Tan, Cheng Xia. "An efficient and convenient method for preparation of disulfides from thiols using air as oxidant catalyzed by Co-Salophen". . p. 1403 - 1406. Retrieved 2011.
• 3、 Kesavan, Venkitasamy,Bonnet-Delpon, Daniele,Begue, Jean-Pierre. "Oxidation in fluoro alcohols: Mild and efficient preparation of disulfides from thiols". . p. 223 - 225. Retrieved 2000.
• 4、 Churkina, T. D.,Petrova, R. G.,Kandror, I. I.,Freidlina, R. Kh.. "REACTION OF PHENYL DITHIOBENZOATE AND N-BUTYLTHIOACETAMIDE WITH N-NITROSOACETANILIDES". . p. 1946 - 1949. Retrieved 1984.
• 5、 Souto, José A.,Lewis, Willian,Stockman, Robert A.. "Isolation of stable non cyclic 1,2-disulfoxides. Revisiting the thermolysis of S-aryl sulfinimines". . p. 12630 - 12632. Retrieved 2014.
• 6、 Wallace,T.J.,Schriesheim,A.. "". . p. 2271 - 2280. Retrieved 1965.
• 7、 Drabowicz, Jozef,Mikolajczyk, Marian. "A Simple Procedure for the Oxidation of Thiols to Disulphides by Means of Bromine/Aqueous Potassium Hydrogen Carbonate in a Two-Phase System". . p. 32 - 34. Retrieved 1980.
• 8、 Iranpoor,Zeynizadeh. "Air oxidative coupling of thiols to disulfides catalyzed by Fe(III)/NaI". . p. 49 - 50. Retrieved 1999.
• 9、 Oae, Shigeru,Togo, Hideo. "Facile Reduction of Sulfonic Acids and Sodium Sulfonates to the Corresponding Disulfides with Polyphosphoric Derivatives/Potassium Iodide/Tetrabutylammonium Iodide Systems". . p. 152 - 155. Retrieved 1982.
• 10、 Byung Woo Yoo,Heung Soo Baek,Sam Rok Keum,Cheol Min Yoon,Ghil Soo Nam,Sung Hoon Kim,Joong Hyup Kim. "Novel reductive cleavage reaction of thiobenzoates with samarium diiodide: Convenient synthesis of disulfides". . p. 4317 - 4322. Retrieved 2000.