Azide derivatives of soybean oil and fatty esters.
An environmentally friendly water-based pathway to form the azide derivatives of soybean oil and fatty esters is reported. This entails first the formation of epoxides and then the azidization of the epoxides. The azidization reaction is carried out at high yields in water with only a small amount of an ionic liquid as a catalyst. The distribution of azide and alcohol functionalities on the fatty acid moiety is approximately random. This reaction has been applied to methyl oleate, methyl linoleate, soybean oil, and methyl soyate. The resulting structures have been studied by NMR.
Biswas
Atanu
A
Plant Polymers Research Unit, National Center forAgricultural Utilization Research, Agricultural Research Services, U.S. Department of Agriculture, Peoria, Illinois 61604, USA. Atanu.Biswas@ars.usda.gov
Sharma
Brajendra K
BK
Willett
J L
JL
Advaryu
Atanu
A
Erhan
S Z
SZ
Cheng
H N
HN
D001386:Azides / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry; D004952:Esters / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry*; D008041:Linoleic Acids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009829:Oleic Acids / Q000737:chemistry; D013024:Soybean Oil / Q000737:chemistry*
D001386:Azides; D004852:Epoxy Compounds; D004952:Esters; D005227:Fatty Acids; D008041:Linoleic Acids; D009829:Oleic Acids; C005575:methyl linoleate; C005576:methyl oleate; D013024:Soybean Oil