15015-57-3

Basic information

• Product Name: BIS(4-HYDROXYPHENYL)DISULFIDE
• Synonyms: BIS(4-HYDROXYPHENYL)DISULFIDE;4,4'-DIHYDROXY DIPHENYL DISULFIDE;4,4'-DIHYDROXYDIPHENYLDISULPHIDE;4,4'-Disulfanediyldiphenol;4,4'-Dithiodiphenol;4,4'-Dihydroxy diphe;4,4'-Dihydroxydiphenyl Disulfide 4,4'-Dithiodiphenol;4,4'-Dihydroxydiphenyl Disulfide 4
• CAS NO: 15015-57-3
• Molecular Formula: C₁₂H₁₀O₂S₂
• Molecular Weight: 250.34
• Product Categories: Miscellaneous;pharmacetical
• Mol File: 15015-57-3.mol
• Article Data: 48

Chemical Properties

• Melting Point: 150.0 to 154.0 °C
• Boiling Point: 437.9 °C at 760 mmHg
• Flash Point: 212.5 °C
• Appearance: /
• Density: 1.449 g/cm³
• Vapor Pressure: 2.8E-08mmHg at 25°C
• Refractive Index: 1.752
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 9.01±0.26(Predicted)
• CAS DataBase Reference: BIS(4-HYDROXYPHENYL)DISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-HYDROXYPHENYL)DISULFIDE(15015-57-3)
• EPA Substance Registry System: BIS(4-HYDROXYPHENYL)DISULFIDE(15015-57-3)

Safety Data

• Hazardous Substances Data: 15015-57-3(Hazardous Substances Data)

Usage

General Description

BIS(4-HYDROXYPHENYL)DISULFIDE, also known as Bisphenol A, is a chemical compound consisting of two 4-hydroxyphenyl groups linked by a disulfide bond. It is commonly used as a cross-linking agent or vulcanizing agent in the production of rubber and plastic materials. It can also be found in some cosmetics and personal care products. However, concerns have been raised about its potential health risks, as some studies suggest that it may act as an endocrine disruptor and have toxic effects on the reproductive system. As a result, there has been a push to limit or eliminate the use of BIS(4-HYDROXYPHENYL)DISULFIDE in consumer products.

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

Upstream product

• 3774-52-5 4-thiocyanato-phenol 
• 637-89-8 4-sulfanylphenol 
• 108-95-2 phenol 
• 19089-85-1 p-diazophenol 
• 107-03-9 1-thiopropane 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 540-38-5 p-Iodophenol 
• 70-18-8 GLUTATHIONE 
• 1176996-15-8 (Z)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one 
• 1176996-13-6 (E)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one 
• 3885-04-9 4-acetoxybenzenesulfonic acid sodium salt 
• 106-48-9 4-chloro-phenol 
• 616-38-6 carbonic acid dimethyl ester 
• 76372-46-8 1-acetoxy-4-acetylsulfanyl-benzene 

Downstream Products

• 326921-47-5 bis-(4-acetoxy-phenyl)-disulfide 
• 141982-43-6 C₁₂H₁₀O₂S₂*C₆H₄O₂ 
• 6548-20-5 4,4'-Bis-diphenyl-disulfid 
• 168069-10-1 Fe2(CO)6(μ-C6H4-4-OH)2 * C6H6 
• 1309876-37-6 C₂₆H₂₀F₂O₂S₂ 
• 625814-28-0 C₁₄H₁₃ClO₃S 
• 625814-24-6 C₁₃H₉ClF₂O₃S 
• 625814-23-5 C₁₃H₉ClF₂O₃S 
• 625814-27-9 C₁₄H₁₀ClF₃O₃S 
• 625814-26-8 4-(3-fluorobenzyloxy)benzene-1-sulfonyl chloride 
• 625814-25-7 C₁₃H₁₀ClFO₃S 
• 210755-57-0 4-(4-Fluoro-benzyloxy)-benzenesulfonyl chloride 
• 1309876-39-8 C₂₆H₁₈F₄O₂S₂ 
• 1309876-38-7 C₂₈H₂₆O₂S₂ 

Relevant articles and documents

Syntheses of alkylated malonates on a traceless linker derived soluble polymer support

A new traceless soluble polymeric linker and a corresponding alkylating strategy has been developed. Dimethyl malonate was alkylated with a variety of polymeric halides and these resulting polymer bound malonates underwent further alkylation with addition

Flower-Like Colloidal Particles through Precipitation Polymerization of Redox-Responsive Liquid Crystals

We report on the synthesis of monodisperse, flower-like, liquid crystalline (LC) polymer particles by precipitation polymerization of a LC mixture consisting of benzoic acid-functionalized acrylates and disulfide-functionalized diacrylates. Introduction o

Synthesis and biological evaluation of disulfides as anticancer agents with thioredoxin inhibition

Altered redox homeostasis as a hallmark of cancer cells is exploited by cancer cells for growth and survival. The thioredoxin (Trx), an important regulator in maintaining the intracellular redox homeostasis, is cumulatively recognized as a promising target for the development of anticancer drugs. Herein, we synthesized 72 disulfides and evaluated their inhibition for Trx and antitumor activity. First, we established an efficient and fast method to screen Trx inhibitors by using the probe NBL-SS that was developed by our group to detect Trx function in living cells. After an initial screening of the Trx inhibitory activity of these compounds, 8 compounds showed significant inhibition activity against Trx. We then evaluated the cytotoxicity of these 8 disulfides, compounds 68 and 69 displayed high cytotoxicity to HeLa cells, but less sensitive to normal cell lines. Next, we performed kinetic studies of both two disulfides, 68 had faster inhibition of Trx than 69. Further studies revealed that 68 led to the accumulation of reactive oxygen species and eventually induced apoptosis of Hela cells via inhibiting Trx. The establishment of a method for screening Trx inhibitors and the discovery of 68 with remarkable Trx inhibition provide support for the development of anticancer candidates with Trx inhibition.

Substituted o-Aminophenols as Redox-Mediators in the Thiol Oxidation to Unsymmetrical Disulfides

A number of substituted o-aminophenols has been investigated as redox mediators of the thiol oxidation to disulfides. The electrooxidation of o-aminophenols leads to the corresponding o-iminobenzoquinones. These compounds react with thiols in the solution with a formation of disulfides. It was established that the use of 4,6-di-tert-butyl-2-(tert-butylamino)phenol as a redox mediator can reduce the overpotential of the thiol oxidation by 0.2-1.4 V depending on the nature of the coupling thiols. The unsymmetrical disulfides with alkyl, aryl, and heteroaryl substituents were obtained as the result of the indirect electrosynthesis.