
TY  - JOUR
A1  - Crozier, RF 
A1  - Hewitt, DG 
T1  - Reactions of some halogenocyclohexadienones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1972
VL  - 25
IS  - 1
SP  - 183
EP  - 190
KW  - 
UR  - https://doi.org/10.1071/CH9720183 
N2  - Chlorination of 2,4-, 2,6- and 3,5-di-t-butylphenols gave the chlorocyclohexa-dienones (2a), (10), and (7) and (9), respectively. Base-catalysed methanolysis of the ketones (2a) and (9) produced the rearranged gem-dimethoxycyclohexadienones (5)and (11). Under similar conditions the ketone (7) rearranged to 3,5-di-t-butyl-2,4- dichlorophenol, while (10) was converted into a mixture of 2,6-di-t-butyl-1,4-benzo-quinone and 3,5,3',5'-tetra-t-butyl-4,4'-diphenoquinone. The dibromocyclohexa-dienone (2b) also dimerized in the presence of base, affording a low yield of 2,2'-dihydroxy-3,5,3',5'-tetra-t-butylbiphenyl. The mechanisms of these reactions are discussed. 
ER  -

