21101-56-4

Usage

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

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

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 academic research and scientific papers

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.

Metal-Free Photocatalytic Aerobic Oxidation of Thiols to Disulfides in Batch and Continuous-Flow

Disulfides represent significant molecular and structural features in various biologically active compounds and fine chemicals. Therefore, the development of mild, efficient and sustainable methods to access disulfides is of great importance. Here, we describe the development of a mild metal-free photocatalytic aerobic oxidation of thiols to disulfides using Eosin Y and visible-light irradiation. A continuous flow procedure was developed to accelerate the photocatalytic process, enabling the preparation of disulfides with high purity in a timeframe of minutes. The mildness and applicability of our method was exemplified by the flow synthesis of the cyclic peptide hormone, oxytocin, requiring only a 200s reaction time and an efficient one-pot batch protocol for the preparation of the therapeutic thiuram disulfide, disulfiram.

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.

Practical and scaleable syntheses of 3-hydroxythiophenol

3-Hydroxythiophenol is a versatile intermediate for the synthesis of medicinal and heterocyclic compounds. Two novel and practical syntheses of 3-hydroxythiophenol are achieved using readily available and inexpensive starting materials. An overall cost comparison of these syntheses is also given.

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.

Rearrangements and decompositions of thiobisphenols

2,2′-, 2,4′- and 4,4′-Monothiobisphenol separately rearrange in phenol at 180° in the presence of sodium hydroxide to give similar mixtures containing only 2,2′-, 2,4′- and 4,4′-monothiobisphenol in the approximate ratio, 45:45:10. The rearrangements appear to be intermolecular and they are interpreted in terms of polar processes which lead initially to the formation of o- and p-monothiobenzoquinones. 2,2′-Dithiobisphenol, 4,4′-dithiobisphenol and 4,4′-trithiobisphenol under similar conditions are desulphurated with the evolution of hydrogen sulphide also to give mixtures containing only 2,2 - 2,4′- and 4,4′-monothiobisphenol whilst 3,3′-dithiobisphenol is stable in alkaline phenol even after long periods at 180°. Similar initial heterolyses to o- and p-monothiobenzoquinones are suggested as sources of the monothiobisphenols and displacements of sulphide- or hydrosulphide-ions from intermediate benzeneperthiolate ions by carbanions derived from phenol are suggested as sources of the hydrogen sulphide.