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United States Department of Agriculture

Agricultural Research Service

Title: The on Water Reaction of Vegetable Oils with Diethyl Azodicarboxylate

item Harry-O`kuru, Rogers

Submitted to: American Oil Chemists' Society Meeting
Publication Type: Abstract Only
Publication Acceptance Date: May 3, 2006
Publication Date: May 3, 2006
Citation: Harry O Kuru, R.E. 2006. The on water reaction of vegetable oils with diethyl azodicarboxylate. American Oil Chemists' Society Meeting. IOP-P session. Page 77.

Technical Abstract: Recent reports of the remarkable acceleration cycloaddition reaction of quadricyclane, a 2(sigma) + 2(sigma) strained system with dienophile [2(pi)] dimethyl azodicarboxylate (DMAD) species in water at room temperature, has prompted us to investigate the analoguous [2(pi) + 2(pi)] reaction of diethyl azodicarboxylate (DEAD) on the unactivated olefinic groups of vegetable oils (jojoba, sicklepod and Asclepias) and seed oils on water at room temperature. The main objective here was to explore the applicability of the "on water" process on complex lipids in seeking less expensive reaction mediums and pathways in lipid synthesis. The chromatographed reaction products were analyzed by FTIR, 1H-, and 13C-NMR. Preliminary spectral data of the oil derivatives indicated two types of products, namely, a cyclic diazetidine of the oil and a product corresponding to the ene adduct.

Last Modified: 4/19/2015
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