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The reactions of 1,2‐dioctylcyclopropene with silver nitrate
Author(s) -
Kircher Henry W.
Publication year - 1965
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02632441
Subject(s) - silver nitrate , chemistry , cyclopropene , stoichiometry , acetone , acetonitrile , ketone , methylene , nitrate , methyl isobutyl ketone , argentometry , silver salts , organic chemistry , inorganic chemistry , ion
Sterculene (1,2‐di‐n‐octylcyclopropene) reacts slowly with dilute solutions of silver nitrate in acetonitrile with formation of a silver mirror and production of 9‐methylene‐10‐octadecanone. The reaction is rapid in alcohols; finely‐divided silver is formed and sterculene is transformed into 9‐alkoxymethyl‐9‐octadecenes together with smaller amounts of the unsaturated ketone. In neither case is the silver formed in stoichiometric quantities. The reaction of Sterculia foetida oil methyl esters with alcoholic silver nitrate was used to demonstrate the possible application of this reaction to the determination of cyclopropene fatty acids.