2,6-Di-tert -butyl-4-methylphenol, alternatively known as

Chapter 22, Problem 23.23

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2,6-Di-tert -butyl-4-methylphenol, alternatively known as butylated hydroxytoluene (BHT), is used as an antioxidant in foods to retard spoilage (Section 8.7). BHT is synthesized industrially from 4- methylphenol by reaction with 2-methylpropene in the presence of phosphoric acid. Propose a mechanism for this reaction. 4-Methylphenol (p-Cresol) 2-Methylpropene 2,6-Di-tert-butyl-4- methylphenol Butylated hydroxytoluene (BHT) H3PO4 OH 1 OH

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