The Reaction Mechanism of 2,6-di-Tert. Butyl Phenol Alkylation by Methyl Acrylate in the Presence of 2,6-di-Tert. Butyl Phenolate of Potassium and Alkali

1990 ◽  
Vol 14 (1-2) ◽  
pp. 67-77 ◽  
Author(s):  
A. A. Volod'kin ◽  
A. S. Zaitsev ◽  
V. L. Rubyailo ◽  
V. A. Belyakov ◽  
G. E. Zalkov
Keyword(s):  
Reaction Mechanism ◽  
Methyl Acrylate ◽  
Phenol Alkylation ◽  
Tert Butyl ◽  
Butyl Phenol

The antioxidant methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate

2014 ◽  
Vol 70 (11) ◽  
pp. 1050-1053 ◽  
Author(s):  
Xiang Li ◽  
Zhi-Gang Wang ◽  
Hou-He Chen ◽  
Sheng-Gao Liu
Keyword(s):  
Hydrogen Bonding ◽  
Dimethyl Sulfoxide ◽  
Methyl Acrylate ◽  
Title Compound ◽  
Intermolecular Hydrogen Bonding ◽  
Tert Butyl ◽  
Ester Carbonyl ◽  
Compound C ◽  
Steric Crowding

The title compound, C18H28O3, was prepared by the reaction of 2,6-di-tert-butylphenol with methyl acrylate under basic conditions using dimethyl sulfoxide as the promoter. The structure of this antioxidant indicates significant strain between theortho tert-butyl substituents and the phenolic OH group. In spite of the steric crowding of the OH group, it participates in intermolecular hydrogen bonding with the ester carbonyl O atom.

scholarly journals Synthesis, Redox Properties and Antibacterial Activity of Hindered Phenols Linked to Heterocycles

Molecules ◽  
2020 ◽  
Vol 25 (10) ◽  
pp. 2370 ◽  
Author(s):  
Vladimir N. Koshelev ◽  
Olga V. Primerova ◽  
Stepan V. Vorobyev ◽  
Ludmila V. Ivanova
Keyword(s):  
Staphylococcus Aureus ◽  
Antibacterial Activity ◽  
Platinum Electrode ◽  
Redox Properties ◽  
Good Activity ◽  
Pyrimidine Derivatives ◽  
Tert Butyl ◽  
Oxidation Potentials ◽  
Butyl Phenol ◽  
Hindered Phenols

A series of benzotriazole, cyclic amides and pyrimidine derivatives, containing 2,6-di-tert-butyl-phenol fragments, were synthesized. The redox properties of obtained compounds were studied using the cyclic voltammetry on a platinum electrode in acetonitrile. The oxidation potentials of all substances were comparable to those of BHT. The obtained compounds were tested for their antibacterial activity, and N-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxoethyl)isatin (32 μg/mL) exerted good activity against Staphylococcus aureus.

Oxidation of 4-Lithium-diazasilacyclopentene with Transition Metal Halides / Oxidation of 4-Lithium-diazasilacyclopentene with Transition Metal Halides

1983 ◽  
Vol 38 (8) ◽  
pp. 953-954 ◽  
Author(s):  
Michael Hesse ◽  
Uwe Klingebiel
Keyword(s):  
Reaction Mechanism ◽  
Transition Metal ◽  
Metal Halides ◽  
Tert Butyl ◽  
Oxidation Potentials

4-Lithium-3,3,5-trimethyl-2-tert-butyl-1,2-diaza-3-sila-5-cyclopentene is oxidized in the reaction with transition metal halides and subsequently dimerizes. Oxidation potentials are given and a reaction mechanism is proposed.

Oxidation of Disilenes: Experimental and Theoretical Studies

1994 ◽  
Vol 49 (12) ◽  
pp. 1737-1742 ◽  
Author(s):  
Kirsten L. McKillop ◽  
Robert West ◽  
Timothy Clark ◽  
Heinz Hofmann
Keyword(s):  
Reaction Mechanism ◽  
Ab Initio ◽  
Product Distribution ◽  
Theoretical Studies ◽  
Mo Calculations ◽  
Tert Butyl ◽  
Ab Initio Mo Calculations ◽  
Ab Initio Mo ◽  
Experimental And Theoretical Studies

The oxidation of E-1,2-di-tert-butyl-1,2-dimesityl disilene (1) in benzene by gaseous dioxygen to give 2 and 3 has been studied at various temperatures and with rapid or slow addition of oxygen. The effect of various additives (amines, phosphines, THF) on the product distribution was also investigated. Ab initio MO calculations were carried out on the oxidation of H2Si=SiH2 with triplet oxygen. These led to a proposed reaction mechanism for the oxidation of 1, in which the initial intermediate is a disileneperoxy biradical 6′, which can close to give 2 or react with another molecule of disilene to give ultimately 3.

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