21101-56-4

Basic information

• Product Name: 3,3'-DIHYDROXYDIPHENYL DISULFIDE
• Synonyms: 3,3'-DIHYDROXYDIPHENYL DISULFIDE;3,3'-DIHYDROXYDIPHENYLDISULPHIDE;3,3'-Dihydroxy;3,3'-Dithiodiphenol;Bis(3-hydroxyphenyl) Disulfide;3,3'-DIHYDROXYDIPHEN;3,3'-Dihydroxydiphenyl Disulfide 3,3'-Dithiodiphenol;3,3'-(Disulphanediyl)diphenol
• CAS NO: 21101-56-4
• Molecular Formula: C₁₂H₁₀O₂S₂
• Molecular Weight: 250.34
• Product Categories: Organic Building Blocks;Sulfides/Disulfides;Sulfur Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 21101-56-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 89-93 °C(lit.)
• Boiling Point: 437.3 °C at 760 mmHg
• Flash Point: 212.2 °C
• Appearance: /
• Density: 1.449 g/cm³
• Vapor Pressure: 2.95E-08mmHg at 25°C
• Refractive Index: 1.752
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.91±0.10(Predicted)
• CAS DataBase Reference: 3,3'-DIHYDROXYDIPHENYL DISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-DIHYDROXYDIPHENYL DISULFIDE(21101-56-4)
• EPA Substance Registry System: 3,3'-DIHYDROXYDIPHENYL DISULFIDE(21101-56-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 21101-56-4(Hazardous Substances Data)

Usage

Description

3,3'-Dihydroxydiphenyl disulfide, also known as bis(3-hydroxyphenyl) disulfide, is a symmetrical disulfide derivative characterized by the presence of two hydroxyphenyl groups connected by a disulfide bridge. It can be synthesized by treating 3-hydroxythiophenol with ferric chloride, resulting in a compound with potential applications in various fields.

Uses

Used in Chemical Synthesis:
3,3'-Dihydroxydiphenyl disulfide is used as a precursor compound in the synthesis of other organic compounds. For instance, it can be utilized in the preparation of bis-[3-(4-fluorobenzyloxy)-phenyl]-disulfide by reacting with 4-fluorobenzyl bromide. This reaction allows for the creation of new molecules with specific properties that can be applied in different industries.
Used in Pharmaceutical Industry:
Given its structural features, 3,3'-dihydroxydiphenyl disulfide may serve as a building block or intermediate in the development of pharmaceutical compounds. Its reactivity and functional groups can be exploited to design new drugs with therapeutic potential, particularly in the areas of antioxidant or anti-inflammatory treatments.
Used in Material Science:
The unique structure of 3,3'-dihydroxydiphenyl disulfide also makes it a candidate for use in material science. It could be incorporated into the development of new polymers, composites, or other materials with tailored properties for specific applications, such as in electronics, coatings, or adhesives.

InChI:InChI=1/C12H10O2S2/c13-9-3-1-5-11(7-9)15-16-12-6-2-4-10(14)8-12/h1-8,13-14H

Upstream product

• 40248-84-8 3-mercaptophenol 
• 591-27-5 m-Hydroxyaniline 

Downstream Products

• 162557-71-3 C₂₄H₃₄O₂S₂ 
• 162557-72-4 C₂₈H₄₂O₂S₂ 
• 162557-73-5 C₃₂H₅₀O₂S₂ 
• 162557-74-6 C₃₆H₅₈O₂S₂ 
• 40248-84-8 3-mercaptophenol 
• 1056942-41-6 C₂₆H₁₄Cl₂F₆O₂S₂ 
• 162557-59-7 3-(n-hexyloxy)thiophenol 
• 162557-60-0 3-(n-octyloxy)thiophenol 
• 162557-61-1 3-(n-decyloxy)thiophenol 
• 162557-62-2 3-(n-dodecyloxy)thiophenol 
• 162557-63-3 (3-Hexyloxy-phenylsulfanyl)-acetic acid 
• 162557-64-4 (3-Octyloxy-phenylsulfanyl)-acetic acid 
• 162557-65-5 (3-Decyloxy-phenylsulfanyl)-acetic acid 
• 162557-66-6 (3-Dodecyloxy-phenylsulfanyl)-acetic acid 

Relevant articles and documents

Discotic liquid crystals of transition metal complexes, 53?: Synthesis and mesomorphism of phthalocyanines substituted by m -alkoxyphenylthio groups

We have successfully synthesized a series of novel octakis(m-alkoxyphenylthio)phthalocyaninato copper(II) complexes, (m-CnOPhS)8PcCu (n = 2, 4, 6, 8, 10, 12, 14, 16: 1b～1i), by our developed method to reveal their mesomorphism. The phase transition behavior and mesophase structures have been established by using a polarizing optical microscope, a differential scanning calorimeter, and a temperature-dependent small angle X-ray diffractometer. Interestingly, the very short chain-substituted derivatives, (m-C1OPhS)8PcCu (1a) and (m-C2OPhS)8PCu (1b), show a hexagonal ordered columnar (Colho) mesophase, whereas each of the other longer-chain-substituted derivatives, (m-CnOPhS)8PcCu (n = 4～16: 1c～1i), shows only rectangular ordered columnar (Colro) mesophase(s). In contrast to the present longer-chain-substituted phenylthio derivatives, each of the previous longer-chain-substituted phenoxy derivatives, (m-CnOPhO)8PcCu (n = 10-20), shows a different columnar mesophase of Colho. We discuss this difference of mesomorphism from the viewpoint of the different steric hindrance originated by the peripheral substituents, PhO and PhS groups. Moreover, we could estimate the optical band gaps of (m-C10OPhO)8PcCu and (m-C10OPhS)8PcCu (1f) from absorption edge of the Q-bands to be 1.79 eV and 1.70 eV, respectively. Therefore, the phenylthio-substituted derivative gave a narrower band gap byca. 0.1 eV in comparison with the phenoxy-substituted derivative.

Efficient route for the preparation of benzyloxy-substituted benzenesulfonyl chlorides from mercaptophenols

A consistently high-yielding route has been developed for the preparation of benzyloxybenzenesulfonyl chlorides from mercaptophenols. This route allows rapid preparation of intermediates for array chemistry.

A convenient synthesis of 6,6′-dialkoxythioindigo dyes suitable for doping into a liquid crystal host

A convenient synthesis of symmetrical 6,6′-di-n-alkoxythioindigo dyes suitable for doping into a liquid crystal host is reported, along with measurements of solubility limits for the dyes in nematic and smectic liquid crystals with broad temperature range.