4,4'-Thiodiphenol

Base Information

• Chemical Name: 4,4'-Thiodiphenol
• CAS No.: 2664-63-3
• Molecular Formula: C12H10O2S
• Molecular Weight: 218.276
• Hs Code.: 29309070
• European Community (EC) Number: 220-197-9
• NSC Number: 203030
• UNII: NGN288M6MM
• DSSTox Substance ID: DTXSID9047960
• Nikkaji Number: J31.947C
• Wikidata: Q27118057
• Metabolomics Workbench ID: 56090
• ChEMBL ID: CHEMBL3183502
• Mol file: 2664-63-3.mol

Synonyms:bis(4-oxyphenyl)sulfide

Chemical Property of 4,4'-Thiodiphenol

Chemical Property:

• Appearance/Colour: White Crystals
• Melting Point: 154-156 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 452.7 °C at 760 mmHg
• PKA: 9.31±0.26(Predicted)
• Flash Point: 219.7 °C
• PSA: 65.76000
• Density: 1.37 g/cm³
• LogP: 3.24900
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 218.04015073
• Heavy Atom Count: 15
• Complexity: 162

Purity/Quality:

99.9% ^*data from raw suppliers

4,4''-Thiodiphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC(=CC=C1O)SC2=CC=C(C=C2)O
• Uses: Intermediate, flame-retardant, antioxidant, engineering plastics. 4,4'-thiobis-phenol can be applied to produce a non-halogen type epoxy (meth)acrylate resin having high refractive index, transparency and thermal stability. It is also used to produce a non-systemic organophosphorus insecticide TEMEPHOS.

Technology Process of 4,4'-Thiodiphenol

There total 32 articles about 4,4'-Thiodiphenol 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: 92.0%

phenol (108-95-2,27073-41-2) → 4,4'-Thiodiphenol (2664-63-3)

Guidance literature:

With tetraethylammonium perchlorate; In acetonitrile; for 2h; Ambient temperature; working pot.: 2.2 V vs SCE;

Reference yield: 48.0%

phenol (108-95-2,27073-41-2) → 4,4'-Thiodiphenol (2664-63-3) + (2-hydroxyphenyl 4-hydroxyphenyl)sulfure (17755-37-2)

Guidance literature:

With tetraethylammonium perchlorate; trichloroacetic acid; In dichloromethane; for 2h; Ambient temperature; working pot.: 2.2 V vs SCE;

Reference yield: 32.6%

4-bromo-phenol (106-41-2) → ortho-mercaptophenol (1121-24-0) + 2,4-dibromophenol (615-58-7) + 2-hydroxybromobenzene (95-56-7) + 4,4'-Thiodiphenol (2664-63-3) + phenol (108-95-2,27073-41-2)

Guidance literature:

With hydrogen sulfide; sulfur; at 110 ℃; for 3h; Mechanism; Product distribution; var. temp. and time; other halogenophenols, also phenol;

upstream raw materials:

p-diazophenol

4,4'-thiobisaniline

tris-(4-hydroxy-phenyl)-sulfonium ; chloride

bis(4-hydroxyphenyl) sulfoxide

Downstream raw materials:

2,4-Bis-(4-nitro-phenylazo)-phenol

4-sulfanylphenol

4,4'-sulfonediphenol

2,6,2',6'-tetrabromo-4,4'-sulfanediyl-di-phenol

Refernces

• 1、 Yarmohammadi, Nasrin,Ghadermazi, Mohammad,Mozafari, Roya. "Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C-S cross-coupling reactions". . p. 9366 - 9380. Retrieved 2021/03/16.
• 2、 Ananikov, Valentine P.,Degtyareva, Evgeniya S.,Galushko, Alexey S.,Kashin, Alexey S.. "Solid-State C-S Coupling in Nickel Organochalcogenide Frameworks as a Route to Hierarchical Structure Transfer to Binary Nanomaterials". . . Retrieved 2020/08/12.