History
The preparation of sucrose octapropionate was first described in 1933 by Gerald J. Cox and others.Preparation
The compound can be prepared by the reaction of sucrose with propionic anhydride in the melt state or at room temperature, over several days, in anhydrous pyridine.Properties
Sucrose octapropionate is only slightly soluble in water (less than 0.1 g/L) but is soluble in many common organic solvents such asApplications
Distillation of fully esterified propionates has been proposed as a method for the separation and identification of sugars. While the crystallinity of the pure compound prevents its use as a plasticizer it was found that incompletely esterified variants (with 1 to 2 remaining hydroxyls per molecule) will not crystallize, and therefore can be considered for that application.See also
* Sucrose octaacetateReferences
{{reflist, refs= {{cite journal, doi=10.1021/ie50285a006, title=III. Technology of Sucrose Octaauml;cetate and Homologous Esters, year=1933, last1=Cox, first1=Gerald J., last2=Ferguson, first2=John H., last3=Dodds, first3=Mary L., journal=Industrial & Engineering Chemistry, volume=25, issue=9, pages=968–970 {{cite journal, doi=10.1021/ja01855a040, title=Propionyl Derivatives of Sugars, year=1941, last1=Hurd, first1=Charles D., last2=Gordon, first2=K. M., journal=Journal of the American Chemical Society, volume=63, issue=10, pages=2657–2659 {{cite journal, doi=10.1021/ja01855a039, title=Distillation of Sugar Propionates at Low Pressures, year=1941, last1=Hurd, first1=Charles D., last2=Liggett, first2=R. W., last3=Gordon, first3=K. M., journal=Journal of the American Chemical Society, volume=63, issue=10, pages=2656–2657 {{cite journal, doi=10.1021/ja01855a041, title=Analytical Separation of Sugars by Distillation of their Propionates, year=1941, last1=Hurd, first1=Charles D., last2=Liggett, first2=R. W., journal=Journal of the American Chemical Society, volume=63, issue=10, pages=2659–2662 George P Touey and Herman E Davis (1962) "Non-crystallizing sucrose lower fatty acid esters and compositions thereof" {{US Patent, 3057743. Disaccharides Bitter compounds propionate esters