6386-58-9

Usage

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

• 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 
• 3957-71-9 3,5-di-tert-butyl-4-hydroxyphenylthiocyanate 

Downstream Products

• 6386-61-4 bis(4-hydroxy-3,5-di-tert-butylphenyl) trisulfide 
• 4673-51-2 4,4'-thiobis[2,6-bis(tert-butyl)phenol] 
• 31121-17-2 bis(4-hydroxy-3,5-di-tert-butylphenyl) tetrasulfide 
• 66729-87-1 3,5-Di-tert-butyl-4-hydroxy-benzenethiosulfonic acid S-(3,5-di-tert-butyl-4-hydroxy-phenyl) ester 
• 128-38-1 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl 
• 32551-12-5 4-Phenylmercapto-2,6-di-tert.-butyl-phenol 
• 126411-12-9 Tetraethyl 3,5-ditertiarybutyl-4-hydroxyphenylthio-methylenediphosphonate 
• 93110-24-8 3,5-Di-tert-butyl-4-hydroxybenzenesulfenyl Chloride 
• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 
• 950-59-4 4-hydroxy-3,5-di-tert-butylthiophenol 

Relevant academic research and scientific papers

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.

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.

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.

Reaction of Sulfur with 2,6-Di-tert-butylphenol in Dipolar Aprotic Solvenys

In dipolar aprotic solvents 2,6-di-tert-butylphenol reversibly reacts with elemental sulfur to form a mixture of bis(3,5-di-tert-butyl-4-hydroxyphenyl) polysulfides. The reverse process is initiated by hydrogen sulfide, and removal of the latter from the reaction mixture makes possible the polysulfides to be obtained in nearly quantitative yield.

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.

Polythiobisphenol process

Mixtures of 4,4'-dithiobis and 4,4'-trithiobis(2,6-dialkylphenols) are made by reacting a 2,6-dialkylphenol with S2 Cl2 in a solvent comprising a nitroalkane, e.g. nitromethane, and optionally containing an acetonitrile co-solvent at

Esterification process with calcium hydroxybenzyl phosphonate-phenol sulfide catalyst system

An esterfication process particularly for the preparation of rosin esters, polyesters and polymeric esters wherein aliphatic or aromatic carboxylic acids are reacted with appropriate alcohols in the presence of catalytic amounts of a mixture of a calcium bis[monoethyl-(3,5-di-tert-butyl-4-hydroxybenzyl) phosphonate] and a phenol sulfide, the presence of said mixture serving to reduce the time necessary for complete esterification and to provide esters with increased oxidation stability and better color.