Suhail Ahmad, M. Khan, F. A. Nasirullah
Oct 1, 1986
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0
Influential Citations
3
Citations
Journal
Journal of the American Oil Chemists’ Society
Abstract
Oxathiolanes are prepared from the condensation of the oxo fatty acids with β- mercaptoethanol using BF3etherate as catalyst. 10-Oxoundecanoic acid (I) reacts with the reagent promptly and gives 1-(ethylene oxathiolane) undecanoic acid (V). A similar reaction of 9-oxooctadecanoic acid (II) yields 9-(ethylene oxathiolane) octadecanoic acid (VII). Hemimercaptals (VI, VIII) are also isolated as minor products in the above reactions. Methyl 9,10-dioxooctadecanoate (III) is also found to react readily and affords methyl 9(10)- (ethylene oxathiolane)- 10(9)oxooctadecanoate (IX) as the sole product. There is no reaction with 2-oxooctadecanoic acid (IV). The spectral (infrared, nuclear magnetic resonance, mass) properties of oxathiolanes are detailed.