caa a22 4500 465796192 CHVBK 20180323112038.0 cr unu---uuuuu 170327e19901201xx s 000 0 eng 10.1007/BF02541853 doi (NATIONALLICENCE)springer-10.1007/BF02541853 Studies on the mechanism of the hydrazine reduction reaction: Applications to selected monoethylenic, diethylenic and triethylenic fatty acids of cis configurations [Elektronische Daten] [W. Ratnayake, J. Grossert, R. Ackman] The hydrazine reduction ofcis ethylenic bonds has been studied using a number of C16, C18, and C20 monoethylenic, C18 diethylenic, and C18 plus C20 triethylenic fatty acids. Relative reduction rates were determined and correlated with the positions of the ethylenic bonds in the fatty acids. The terminal ethylenic bond was the most reactive and among the others, reactivity was greater nearer the ends of the chain than in the center. Also, the ethylenic bonds closer to the carboxyl group showed greater reactivity than those closer to the methyl end of the chain. Differences in reactivity among the centrally located double bonds were not significant. These reactivity trends are consistent with a mechanism involving protonated diimide as an intermediate in the reduction process. In diethylenic fatty acids, the non-methylene-interrupted dienes showed slightly lower reactivity than the methylene-interrupted counterparts, which indicated that both the position of ethylenic bonds and the relative distance between two ethylenic bonds in the diene influence the rate of reaction. The information obtained from the rate studies should be useful for predicting the product distribution from partial hydrazine reductions of long-chain polyethylenic compounds. American Oil Chemists' Society (AOCS), 1990 Diimide reductions nationallicence fatty acids nationallicence hydrazine reduction nationallicence reduction of unsaturated fatty acids nationallicence structure determinations nationallicence Ratnayake W. Department of Chemistry, Dalhousie University, B3H 4J3, Halifax, N.S., Canada aut Grossert J. Department of Chemistry, Dalhousie University, B3H 4J3, Halifax, N.S., Canada aut Ackman R. Canadian Institute of Fisheries Technology, Technical University of Nova Scotia, B3J 2X4, Halifax, N.S., Canada aut Journal of the American Oil Chemists' Society Springer-Verlag 67/12(1990-12-01), 940-946 0003-021X 67:12<940 1990 67 11746 https://doi.org/10.1007/BF02541853 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02541853 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ratnayake W. Department of Chemistry, Dalhousie University, B3H 4J3, Halifax, N.S., Canada aut NATIONALLICENCE 700 1- Grossert J. Department of Chemistry, Dalhousie University, B3H 4J3, Halifax, N.S., Canada aut NATIONALLICENCE 700 1- Ackman R. Canadian Institute of Fisheries Technology, Technical University of Nova Scotia, B3J 2X4, Halifax, N.S., Canada aut NATIONALLICENCE 773 0- Journal of the American Oil Chemists' Society Springer-Verlag 67/12(1990-12-01), 940-946 0003-021X 67:12<940 1990 67 11746 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer