Butylated hydroxytoluene BHT , also known as dibutylhydroxytoluene , is a lipophilic organic compound , chemically a derivative of phenol , that is useful for its antioxidant properties.
In addition to this use, BHT is widely used to prevent oxidation in fluids e. Phytoplankton , including the green algae Botryococcus braunii , as well as three different cyanobacteria Cylindrospermopsis raciborskii , Microcystis aeruginosa and Oscillatoria sp. The fruit lychee also produces BHT in its pericarp.
Confirmation was made via gas chromatography—mass spectrometry analysis.
Industrially, BHT is prepared by the reaction of p -cresol 4-methylphenol with isobutylene 2-methylpropene catalyzed by sulfuric acid : . Alternatively, BHT is prepared from 2,6-di- tert -butylphenol by hydroxymethylation or aminomethylation followed by hydrogenolysis.
The species behaves as a synthetic analog of vitamin E , primarily acting as a terminating agent that suppresses autoxidation , a process whereby unsaturated usually organic compounds are attacked by atmospheric oxygen.
BHT stops this autocatalytic reaction by converting peroxy radicals to hydroperoxides. It effects this function by donating a hydrogen atom:. Each BHT consumes two peroxy radicals. BHT is primarily used as an antioxidant food additive. It is permitted in the European Union under E BHT is used as a preservative ingredient in some foods. With this usage BHT maintains freshness or prevents spoilage; it may be used to decrease the rate at which the texture, color, or flavor of food changes.
Some food companies have voluntarily eliminated BHT from their products or have announced that they were going to phase it out. BHT is also used as an antioxidant in products such as metalworking fluids , cosmetics , pharmaceuticals , rubber , electrical transformer oil at 0.
In the petroleum industry , where BHT is known as the fuel additive AO , it is used in hydraulic fluids , turbine and gear oils, and jet fuels.
Some additive products contain BHT as their primary ingredient, while others contain the chemical merely as a component of their formulation, sometimes alongside butylated hydroxyanisole BHA. In early stage research, BHT has shown anti-viral activity. From Wikipedia, the free encyclopedia. Redirected from 2,6-di-tert-butylmethylphenol. CAS Number. Interactive image.
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LD 50 median dose. PEL Permissible. REL Recommended. IDLH Immediate danger. European Journal of Medicinal Chemistry. Journal of Phycology.
Food Chemistry. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro", Journal of the American Chemical Society, , volume , pp — Household Products Database. US EPA. US National Library of Medicine.
Hazardous Substances Data Bank. Retrieved Types of Ingredients: Preservatives[. The Atlantic. Retrieved 12 September Sigma Aldrich. Retrieved 11 September Food and Drug Administration.
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GHS Signal word. H , H P , P , P Lethal dose or concentration LD, LC :. Butylated hydroxyanisole.