2,2'-Dithiodibenzoic acid

Base Information

• Chemical Name: 2,2'-Dithiodibenzoic acid
• CAS No.: 119-80-2
• Molecular Formula: C14H10O4S2
• Molecular Weight: 306.363
• Hs Code.: 29309070
• European Community (EC) Number: 204-352-8
• ICSC Number: 1623
• NSC Number: 633230,405662,5346,213
• UNII: 58MGB5279D
• DSSTox Substance ID: DTXSID1059498
• Nikkaji Number: J31.929E
• Wikidata: Q27261609
• ChEMBL ID: CHEMBL118378
• Mol file: 119-80-2.mol

Synonyms:4,4'-dithiodibenzoic acid;dithiodibenzoic acid

Chemical Property of 2,2'-Dithiodibenzoic acid

Chemical Property:

• Appearance/Colour: off white to light yellow powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 287-290 °C
• Refractive Index: 1.4950 (estimate)
• Boiling Point: 493.1 °C at 760 mmHg
• PKA: 3.02±0.36(Predicted)
• Flash Point: 252 °C
• PSA: 125.20000
• Density: 1.53 g/cm³
• LogP: 3.88240
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 306.00205114
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

99%+ ^*data from raw suppliers

2,2''-DithiobisbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)SSC2=CC=CC=C2C(=O)O
• Uses: 2,2'-Dithiosalicylic acid is an organosulfur compound produced from dibenzothiophene metabolites that is in turn biodegraded into transient metabolites such as benzoic acid.It is used in the preparation of a new class of anti-HIV-1 agents. 2,2′-Dithiodibenzoic acid may be used for the preparation of novel anionic heptadecanuclear silver(I) cluster, by the reaction with equivalent molar silver oxide under ultrasonic conditions at 50°C. It may be used for the preparation of polyamides containing a disulfide bond in their main chain.

Technology Process of 2,2'-Dithiodibenzoic acid

There total 54 articles about 2,2'-Dithiodibenzoic acid 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: 96.0%

2-Iodobenzoic acid (88-67-5) → 2,2'-dithiobenzoic acid (119-80-2)

Guidance literature:

With nickel(II) chloride hexahydrate; morpholinium morpholine-1-carbodithioate; potassium hydroxide; In water; ethylene glycol; N,N-dimethyl-formamide; at 130 ℃;

DOI:10.1002/hc.21267

Reference yield: 82.0%

2-bromobenzoic-acid (88-65-3) → 2,2'-dithiobenzoic acid (119-80-2)

Guidance literature:

With indium(III) oxide; ammonia; water; sulfur; In ethanol; at 60 ℃; Green chemistry;

DOI:10.1080/00397911.2018.1466335

Reference yield: 26.7%

Benzo[b]thiophene (95-15-8,11095-43-5) → 2,2'-dithiobenzoic acid (119-80-2)

Guidance literature:

With ozone; acetic acid; at 16.84 ℃;

DOI:10.1134/S0965544115020036

upstream raw materials:

2,2'-dithiodibenzoic acid dichloride

benzo-[b]thiophene-2,3-dione

3H-1,2-benzodithiol-3-one

sodium ethanolate

Downstream raw materials:

bis(2-ethoxycarbonylphenyl) disulfide

Thiosalicylic acid

2,2'-disulfanediyl-di-benzoic acid diisopentyl ester

2-(2,2-dichloro-vinylmercapto)-benzoic acid

Refernces

• 1、 Molaei, Somayeh,Ghadermazi, Mohammad. "Highly ordered mesoporous La(III)-substituted 5-oxopyrrolidine-2-carboxylic acid (Glp) immobilized on SBA-15 as a very efficient nanocatalyst for green aerobic oxidative coupling of thiols to disulfides". . . Retrieved 2020.
• 2、 Delisle. "-". . p. 2206. Retrieved 1889.
• 3、 Luo, Li,Li, Yan,Qiang, Xiaoming,Cao, Zhongcheng,Xu, Rui,Yang, Xia,Xiao, Ganyuan,Song, Qing,Tan, Zhenghuai,Deng, Yong. "Multifunctional thioxanthone derivatives with acetylcholinesterase, monoamine oxidases and β-amyloid aggregation inhibitory activities as potential agents against Alzheimer's disease". . p. 1997 - 2009. Retrieved 2017.
• 4、 Ghadermazi, Mohammad,Taherabadi, Samira,Tamoradi, Taiebeh. "Neodymium immobilized on Fe3O4: A new and recoverable catalyst for oxidation reactions and synthesis of 5‐substituted 1H-tetrazoles in green condition". . p. 305 - 311. Retrieved 2019.
• 5、 Wang,Cohen. "-". . p. 3005,3008. Retrieved 1959.
• 6、 Goifman, Anatoly,Gun, Jenny,Gelman, Faina,Ekeltchik, Irina,Worch, Eckhard,Lev, Ovadia. "Catalytic oxidation of thiol compounds by novel fuel cell-inspired co-porphyrin and co-imidazole catalysts". . p. 17 - 26. Retrieved 2006.
• 7、 Gilman,Arntzen,Webb. "-". . p. 374,378. Retrieved 1945.
• 8、 Molaei, Somayeh,Tamoradi, Taiebeh,Ghadermazi, Mohammad,Ghorbani-Choghamarani, Arash. "Highly Efficient Oxidative Coupling of Thiols and Oxidation of Sulfides in the Presence of MCM-41@Tryptophan-Cd and MCM-41@Tryptophan-Hg as Novel and Recoverable Nanocatalysts". . p. 1834 - 1847. Retrieved 2018.
• 9、 Jones. "-". . p. 366. Retrieved 1894.
• 10、 Tamoradi, Taiebeh,Mehraban-Esfandiari, Bita,Ghadermazi, Mohammad,Ghorbani-Choghamarani, Arash. "Immobilization of a nickel complex onto functionalized Fe3O4 nanoparticles: a green and recyclable catalyst for synthesis of 5-substituted 1H-tetrazoles and oxidation reactions". . p. 1363 - 1380. Retrieved 2018.