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Pseudohalogenation of methyl 9-hydroxy-cis-12-and 12-hydroxy-cis-9-octadecenoate
Authors:Fehmida Naqvi  Abdul Rauf  M. M. Siddiqui  M. S. Ahmad Jr.  S. M. Osman
Affiliation:(1) Department of Chemistry, Jamia Millia Islamia, 110025 New Delhi, India;(2) Applied Sciences Section, University Polytechnic, Faculty of Engineering and Technology, 202002 Aligarh, India;(3) Section of Oils and Fats, Department of Chemistry, A.M.U., 202002 Aligarh, India
Abstract:Pseudohalogenation of methyl 9-hydroxy-cis-12-octadecenoate (I) and methyl 12-hydroxy-cis-9-octadecenoate (II) has been carried out with N,N-dibromobenzenesulfonamide (NNDBS). Compounds I and II, on reaction with NNDBS, formed four and three products, respectively. The interesting feature of these reactions was the formation of 1,4-epoxy compounds. The structures of individual compounds were established with the help of elemental and spectral analysis.
Keywords:1,4-Epoxy fatty esters  methyl isoricinoleate  methyl ricinoleate  NNDBS
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