The ~~ltraviolet and infrared absorption spectra of protopine and some of its derivatives have been studied. The interaction between a keto group and a tertiary nitrogen in a 10-membered ring is illustrated by the study of these spectra. On the basis of these studies a quaternary carbinolamine structure (V) is suggested for protopine and cryptopine salts. S o~n e of the reactions of protopine, cryptopine, and vomicine are discussed.Medium rings containing both tertiary amino-and carbonyl-function have been found to occur in nature in the alkaloids protopine (I), cryptopine5, and vomicine (11). Perkin ( G ) , in his studies on the structure of protopine and cryptopine, noted that reactions without analogy occurred. Many of the reactions in the chemistry of vomicine could not be explained by Huisgen, Wieland, and Eder (5) on the basis of Robinson's (1) structure without assuming some kind of unusual interaction between the carbonyl and the tertiary amine function.In order to study the interaction of the carbonyl-with the tertiary aminofunction we measured the ultraviolet and infrared spectra of protopjne and some of its derivatives. Protopine (I) was chosen since it contained a 10-membered ring which offered possibilities for interaction between the keto-1 lllanz~script received J z~l y 24, 1955.
The electrochemical-chemical (EC) synthesis of methylene bis(aluminum dichloride), CI2AICH2AICI2, involves electrolysis of dichloromethane solutions using an aluminum anode and a passive cathode in an undivided cell. The aluminum anode is consumed during electrolysis. One gram-atom aluminum is lost per faraday. Suitable electrolytes are AICI3, HOAICI2, tetraalkylammonium chlorides, and, in general, salts that are sufficiently soluble in dichloromethane to give conducting solutions. The nature of the reactions and characterization of the products are discussed. ) unless CC License in place (see abstract). ecsdl.org/site/terms_use address. Redistribution subject to ECS terms of use (see 137.99.31.134 Downloaded on 2015-06-18 to IP ) unless CC License in place (see abstract). ecsdl.org/site/terms_use address. Redistribution subject to ECS terms of use (see 137.99.31.134 Downloaded on 2015-06-18 to IP
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