AbstractThe anodic oxidation of adamantane‐2‐carboxylic acid in alcoholic solution leads to the formation of a mixture of radical‐derived and carbonium ion‐derived products, whereas adamantane‐1‐carboxylic acid yields only the carbonium ion‐derived product. (2‐Adamantyl)acetic acid gives chiefly the radical‐derived product in contrast to (1‐adamantyl)acetic acid, which yields carbonium ion‐derived products. In the electrolysis of 3‐(1‐adamantyl)propionic acid the radical‐derived compound is the main product. A rationalization of