2,6-ди-трет-бутилфенол

Описание

2,6-Di-tert-butylphenol (2,6-DTBP) serves as the starting material in the production of the most efficient phenolic antioxidants known today and also for the synthesis of 4,4′-dihydroxybiphenyl. The compound is usually synthesised by the alkylation of phenol or of 2-tert-butylphenol (2-TBP) with isobutene. In the presence of aluminium tris-(phenolate) catalyst temperatures between 100 and 125 °C and at pressures up to 25 bar have been employed[1].

Химические свойства

white solid

Использование

Antioxidant for Gasoline, Jet Fuels, and Electrical Insulating Oils

Общее описание

Odorless colorless to light yellow solid or liquid. Floats on water. Freezing point is 97°F.

Реакции воздуха и воды

Insoluble in water.

Профиль реактивности

Phenols, such as 2,6-Di-tert-butylphenol, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

Угроза здоровью

Irritates eyes and (on prolonged contact) skin. Ingestion causes irritation of mouth and stomach.

Методы очистки

Crystallise the phenol from aqueous EtOH or n-hexane. [Beilstein 6 III 2061.]