REARRANGEMENT IN THE REACTION BETWEEN 2-PHENYLETHYLAMINE-1-C14 AND NITROUS ACID

Abstract

On treatment with sodium nitrite, 2-phenylethylamine-1-C14 in aqueous hydrochloric, perchloric, acetic, or glacial acetic acid gives rise to products in which the C14 atoms have been rearranged from the C-1 to the C-2 position to an extent of 20.5 to 22.5%. The results are discussed on the basis of carbonium ions as possible reaction intermediates.