6386-58-9

Basic information

• Product Name: 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol)
• Synonyms: 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol);4,4'-Dithiobis(2,6-di-tert-butylphenol);Bis(3,5-di-tert-butylphen-4-ol) Disulfide;2,6-ditert-butyl-4-[(3,5-ditert-butyl-4-hydroxyphenyl)disulfanyl]phenol
• CAS NO: 6386-58-9
• Molecular Formula: C₂₈H₄₂O₂S₂
• Molecular Weight: 474.76188
• Mol File: 6386-58-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol)(6386-58-9)
• EPA Substance Registry System: 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol)(6386-58-9)

Safety Data

• Hazardous Substances Data: 6386-58-9(Hazardous Substances Data)

Usage

Description

4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol), also known as Bis(3,5-di-tert-butylphen-4-ol) Disulfide, is a chemical compound related to Probucol, an antilipemic agent. It is characterized by its antioxidant properties and is derived from a class of compounds known as disulfides.

Uses

Used in Pharmaceutical Industry:
4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol) is used as an antioxidant for the treatment of atherosclerosis. Its antioxidant properties help in reducing the oxidative stress associated with the development and progression of atherosclerosis, a condition characterized by the hardening and narrowing of arteries.
Used in Chemical Industry:
In the chemical industry, 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol) may be utilized as an additive in the manufacturing of various products, such as plastics, rubber, and lubricants, to enhance their stability and resistance to oxidation, thereby improving their overall performance and longevity.

Upstream product

• 3957-71-9 3,5-di-tert-butyl-4-hydroxyphenylthiocyanate 
• 950-59-4 4-hydroxy-3,5-di-tert-butylthiophenol 
• 128-39-2 2,6-di-tert-butylphenol 
• 23288-49-5 (4,4'-isopropylidenedithio)bis[2,6-di-tert-butylphenol] 
• 107-03-9 1-thiopropane 

Downstream Products

• 950-59-4 4-hydroxy-3,5-di-tert-butylthiophenol 
• 126411-12-9 Tetraethyl 3,5-ditertiarybutyl-4-hydroxyphenylthio-methylenediphosphonate 
• 100204-33-9 3,5-di-tert-butyl-4-hydroxyphenyl S-(hydroxymethyl) sulfide 
• 15533-33-2 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-thiopropionic acid S-(3,5-di-tert-butyl-4-hydroxy-phenyl) ester 
• 104541-76-6 S-(3,5-di-tert-butyl-4-hydroxyphenyl)-O,O-diphenyl phosphorothiolate 
• 4096-72-4 4-chloro-2,6-di-tert-butylphenol 
• 31121-17-2 bis(4-hydroxy-3,5-di-tert-butylphenyl) tetrasulfide 
• 6386-61-4 bis(4-hydroxy-3,5-di-tert-butylphenyl) trisulfide 
• 4673-51-2 4,4'-thiobis[2,6-bis(tert-butyl)phenol] 

Relevant articles and documents

Antioxidative properties of probucol estimated by the reactivity with superoxide and by electrochemical oxidation

The reaction of probucol with superoxide (O2.- was investigated in acetonitrile using both electron spin resonance (ESR) and electrochemical techniques. The formation of phenoxyl radical was observed during the reaction of probucol with O2.- by ESR spectroscopy. The reaction of probucol with O2.- in acetonitrile was followed by cyclic voltammetry. With the addition of probucol, the oxidation peak current of O2.- decreased concentration dependently. This suggests that probucol reacts with O2.-, that is, probucol scavenges O2.- in acetonitrile. 2,6-Di-tertbutyl-p-benzoquinone was identified as the major product of the reaction of probucol with O2.- in acetonitrile. Electrochemical oxidation of probucol was also performed. Probucol gives an irreversible oxidation peak at ca.+1.4V vs. the saturated calomel electrode in the cyclic voltammogram. Controlled-potential electrolysis was carried out at +1.2V in a divided cell. 2,6-Di-tert-butyl-p-benzoquinone, 4,4′-dithiobis(2,6-di-tert-butylphenol), and 4,4′-trithiobis(2,6-di-tert-butylphenol) were identified as the products of anodic oxidation. These redox properties of probucol may correlate with the physiological activities.

Reaction of 2,6-Di-tert-butylphenol with Sulfur in Dimethylformamide in the Presence of Oxygen

Reaction of 2,6-di-tert-butylphenol with sulfur in dimethylformamide in the presence of atmospheric oxygen was studied.

Oxidative Dehydrogenation of Sterically Hindered para-Substituted Phenols with 3,3′,5,5′-Tetra-tert-butyl-4,4′-diphenoquinone

The reactivity of 4-methyl-, 4-mercapto-, and 4-methoxymethyl-2,6-di-tert-butylphenols in oxidative dehydrogenation with 3,3′,5,5′-tetra-tert-butyl-4,4′-diphenoquinone was studied, and the structure of products was determined.