Azide derivatives of soybean oil and fatty esters

Atanu Biswas; Brajendra K. Sharma; J. L. Willett; Atanu Advaryu; S. Z. Erhan; H. N. Cheng

doi:10.1021/jf800123t

Azide derivatives of soybean oil and fatty esters

Atanu Biswas, Brajendra K. Sharma, J. L. Willett, Atanu Advaryu, S. Z. Erhan, H. N. Cheng

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	English (US)
Pages (from-to)	5611-5616
Number of pages	6
Journal	Journal of Agricultural and Food Chemistry
Volume	56
Issue number	14
DOIs	https://doi.org/10.1021/jf800123t https://doi.org/10.1021/jf800123t
State	Published - Jul 23 2008
Externally published	Yes

Keywords

Azide
Epoxides
Ionic liquid
NMR
Soybean oil

ASJC Scopus subject areas

General Chemistry
General Agricultural and Biological Sciences

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AU - Biswas, Atanu

AU - Sharma, Brajendra K.

AU - Willett, J. L.

AU - Advaryu, Atanu

AU - Erhan, S. Z.

AU - Cheng, H. N.

PY - 2008/7/23

Y1 - 2008/7/23

N2 - 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.

AB - 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.

KW - Azide

KW - Epoxides

KW - Ionic liquid

KW - NMR

KW - Soybean oil

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Azide derivatives of soybean oil and fatty esters

Abstract

Keywords

ASJC Scopus subject areas

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