Benzoyl disulfide

Base Information

• Chemical Name: Benzoyl disulfide
• CAS No.: 644-32-6
• Molecular Formula: C14H10 O2 S2
• Molecular Weight: 274.364
• Hs Code.: 2930909090
• European Community (EC) Number: 211-413-2
• NSC Number: 677460,209
• UNII: XO5F8186C4
• DSSTox Substance ID: DTXSID40214649
• Nikkaji Number: J7.064E
• Wikidata: Q27293930
• ChEMBL ID: CHEMBL120631
• Mol file: 644-32-6.mol

Synonyms:Benzoyl disulfide;644-32-6;Disulfide, dibenzoyl;Dibenzoyl disulphide;Dibenzoyl disulfide;Bensulfenum;Benthiolan;Septiolan;Thiocutol;S-benzoylsulfanyl benzenecarbothioate;Benzoic dithioperoxyanhydride;BENZENE, DITHIODICARBONYLDI-;NSC 209;EINECS 211-413-2;NSC 677460;NSC-677460;BRN 1114144;UNII-XO5F8186C4;AI3-03083;NSC-209;XO5F8186C4;NSC677460;3-09-00-01977 (Beilstein Handbook Reference);DISULFIDE,DIBENZOYL;dibenzoyldisulphide;Dibenzoyl persulfide;WLN: RVSSVR;benzenecarbothioic acid S-(benzoylthio) ester;SCHEMBL168007;CHEMBL120631;NSC209;DTXSID40214649;C14H10O2S2;(benzoyldisulfanyl)(phenyl)methanone;Benzoyl disulfide (6CI,7CI,8CI);STK293204;AKOS015917333;C14-H10-O2-S2;BS-48949;LS-30057;FT-0652756;F73035;A834750;Q27293930

Chemical Property of Benzoyl disulfide

Chemical Property:

• Vapor Pressure: 8.89E-08mmHg at 25°C
• Melting Point: 134.5°C
• Refractive Index: 1.5341 (estimate)
• Boiling Point: 435.2°C at 760 mmHg
• Flash Point: 192.2°C
• PSA: 84.74000
• Density: 1.317g/cm³
• LogP: 4.04860
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 274.01222190
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

99%, ^*data from raw suppliers

BENZOYL DISULFIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)SSC(=O)C2=CC=CC=C2

Technology Process of Benzoyl disulfide

There total 74 articles about Benzoyl 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: 99.0%

methanol (67-56-1) + 2,5-diphenyl-1,3-dithiolylium-4-olate (20850-89-9) → methyl 2-oxo-2-phenylacetate (15206-55-0) + dibenzoyl disulfide (644-32-6)

Guidance literature:

With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; oxygen; In methanol; benzene; at 10 ℃; for 1.25h; Irradiation;

Reference yield: 99.0%

Benzoylsulfenyl bromide (85156-87-2) → dibenzoyl disulfide (644-32-6)

Guidance literature:

for 0.25h; Ambient temperature; Irradiation;

DOI:10.1055/s-1982-30042

Reference yield: 98.0%

thiobenzoic acid (98-91-9) → dibenzoyl disulfide (644-32-6)

Guidance literature:

With 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine; In ethanol; water; at 40 ℃; for 0.333333h; Temperature;

DOI:10.1039/c6ra01509c

upstream raw materials:

ethanol

dibenzoyl tetrasulfide

thiobenzoic acid

thiobenzoic acid potassium salt

Downstream raw materials:

N-benzoylbenzamide

thiobenzoic acid

N,N-dipropylbenzamide

N-(2-hydroxyphenyl)benzamide

Refernces

• 1、 Mukaiyama,Endo. "-". . p. 2388,2389, 2390, 2391. Retrieved 1967.
• 2、 Deryagina,Russavskaya,Grabel'nykh. "Thiylation of functionalized electrophiles with sulfur in basic reductive systems". . p. 346 - 349. Retrieved 2004.
• 3、 Shelton,Rider. "-". . p. 1282. Retrieved 1936.
• 4、 Song, Wangze,Dong, Kun,Li, Ming. "Visible Light-Induced Amide Bond Formation". supporting information. p. 371 - 375. Retrieved 2019/11/29.
• 5、 Das, Sudipto,Ray, Shounak,Ghosh, Abhisek Brata,Samanta, Partha Kumar,Samanta, Suvendu,Adhikary, Bibhutosh,Biswas, Papu. "Visible light driven amide synthesis in water at room temperature from Thioacid and amine using CdS nanoparticles as heterogeneous Photocatalyst". . . Retrieved 2017/12/28.