Reaction of 1,3,5,7-Tetramethyladamantane with Nitric Acid
The reaction of 1,3,5,7-tetramethyladamantane with fuming nitric acid leads to a mixture of 1,3,5,7-tetramethyl-2,6-adamantanedione and syn / anti -6-nitroxy-1,3,5,7 -tetramethyl-2-adamantanone. 1,3,5,7-Tetramethyladamantane has an abnormally low reactivity due to the presence of methyl groups in the bridgehead positions of the cage.