83755-91-3Relevant academic research and scientific papers
Electrophilic Substitution with Rearrangement. Part 10. Some Products of Bromination of 2,4-Dimethylphenol and of 4-t-Butyl-2-methylphenol
Brittain, Judith M.,Mare, Peter B. D. de la,Newman, Paul A.,Chin, Wong See
, p. 1193 - 1198 (2007/10/02)
The reaction of 2,4-dimethylphenol with bromine gives first 6-bromo-2,4-dimethylphenol, which according to the conditions of further bromination can give 4,6-dibromo-2,4-dimethylcyclohexa-2,5-dienone; a mixture of 5,6- with some 3,6-dibromo-2,4-dimethylphenol; 6-bromo-4-bromomethyl-2-methylphenol with none of the 2-bromomethyl-4-methyl isomer; or a mixture from which 6-bromo-2,4-bis(bromomethyl)phenol can be isolated.The corresponding dienone from 6-bromo-4-t-butyl-2-methylphenol reacts by more complex pathways, and the products include those of de-t-butylation.The probable mechanisms involved in these reactions are discussed.
