2,6-di-tert-butylphenol

2,6-Di-tert-butylphenol is an organic compound that belongs to the class of phenols. This white, crystalline solid is a lipophilic antioxidant that is widely used to prevent oxidation in a variety of materials such as plastics, rubber, petroleum products, and cosmetics.

Structure and Synthesis

2,6-Di-tert-butylphenol is a substituted phenol, which means that it has two tert-butyl groups attached to the phenol ring at the 2 and 6 positions. The tert-butyl groups make the molecule more hydrophobic and less prone to oxidation.

The synthesis of 2,6-di-tert-butylphenol typically involves the Friedel-Crafts alkylation of phenol with isobutene in the presence of an acid catalyst.

Uses

2,6-Di-tert-butylphenol is primarily used as an antioxidant. It is added to a variety of materials to prevent oxidation and extend their shelf life. These materials include plastics, rubber, petroleum products, and cosmetics.

In addition to its antioxidant properties, 2,6-di-tert-butylphenol also has some biological activity. It has been found to inhibit the enzyme lipoxygenase, which is involved in the production of pro-inflammatory mediators.

Safety and Environmental Impact

2,6-Di-tert-butylphenol is considered to be of low toxicity. However, it can cause irritation to the skin and eyes, and prolonged exposure can lead to more serious health effects.

The environmental impact of 2,6-di-tert-butylphenol is a subject of ongoing research. It is known to be persistent in the environment and has been detected in water and soil samples.

See Also

• Phenol
• Antioxidant
• Friedel-Crafts alkylation