Studies on the mechanism of the hydrazine reduction reaction: Applications to selected monoethylenic, diethylenic and triethylenic fatty acids ofcis configurations View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1990-12

AUTHORS

W. M. N. Ratnayake, J. S. Grossert, R. G. Ackman

ABSTRACT

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. More... »

PAGES

940-946

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf02541853

DOI

http://dx.doi.org/10.1007/bf02541853

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1030396947


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