Products of the determination of the iodine value with iodine monobromide.
The iodine value (iodine number) is an important analytical characteristic of fats and oils. Leading pharmacopeias determine it using iodine monobromide (Hanus method). We used methyl oleate as a simple analog of unsaturated triacylglycerols to identify the products. After performing the reaction in deuterated solvents under pharmacopeial conditions, NMR spectroscopy revealed the presence of the 9, 10-diiodo, 9, 10-dibromo, and 9, 10-bromoiodo adducts, leaving no educt olefin. The prescribed subsequent addition of potassium iodide led to the formation of methyl 9, 10-diiodo and bromoiodo stearate in equal amounts.
Imming
Peter
P
Institut für Pharmazeutische Chemie, Philipps-Universität, Marburg, Germany. imming@mailer.uni-marburg.de
Germershaus
Oliver
O
D001965:Bromides / Q000737:chemistry*; D005224:Fats, Unsaturated / Q000737:chemistry; D007454:Iodides / Q000737:chemistry*; D007455:Iodine / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D009829:Oleic Acids / Q000737:chemistry*; D010602:Pharmacopoeias as Topic / Q000592:standards*; D014280:Triglycerides / Q000737:chemistry
D001965:Bromides; D005224:Fats, Unsaturated; D007454:Iodides; D009829:Oleic Acids; D014280:Triglycerides; C005576:methyl oleate; D007455:Iodine; C054509:iodobromine