Box 143, Leicester LEI 9 B H N-lodosuccinimide in sulphuric acid and a mixture of silver sulphate and iodine in sulphuric acid both convert fluorenone into 2-iodofluorenone and 2,7-di-iodofluorenone. The first method appears to be preferable.
N-HALOGENO-SUCCINIMIDES have been used to halo-genate1-4 aromatic compounds but the use of N-iodosuccinimide as an iodinating agent has in general been neglected, except by biochemists ; Udenfriend and his co-workers5 used it to convert tyrosine into 3,5-diiodotyrosine. In spite of the carbonyl groups, we found fluorenone to be easily mono-and di-iodinated with N-iodosuccinimide in sulphuric acid. Attempts to triiodinate gave a product, containing on average just over 2 atoms of iodine per molecule, which we were unable to purify.The melting point of 2-iodofluorenone has been re-
An improved route to benzo[a]pyrene-6-carbaldehyde is described, the nature of an impurity in this substance is discussed, the synthesis of a number of 6-substituted benzo [a] pyrene derivatives from the carbaldehyde is described, and the use of N-halogenosuccinimides for preparing 6-halogeno-derivatives of benzo [a] pyrene is examined. The fluorescence spectra and t.1.c. behaviour of the derivatives are described.
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