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- Title
Preparation and Characterization of 4-Methoxy Cinnamoyl Glycerol.
- Authors
Holser, R. A.; Mitchell, T. R.; Harry-O'kuru, R. E.; Vaughn, S. F.; Walter, E.; Himmelsbach, D.
- Abstract
Glycerol was reacted with 4-methoxy cinnamic acid to prepare the corresponding 4-methoxy cinnamoyl glycerol. The reaction proceeded in toluene under reflux conditions with p-toluenesulfonic acid catalyst. Reaction of equimolar amounts of reactants produced the monoester in 20% yield after 2 h. The product was isolated and characterized by FTIR, mass spectrometry, and NMR techniques. Results of mass spectrometry and NMR experiments showed that the ester linkage formed between the carboxylic acid and the primary hydroxyl of glycerol. The ester displayed strong absorbance between 250 and 350 nm and shows potential as a UV filter in formulations where hydrophilic compounds are advantageous.
- Subjects
GLYCERIN; CATALYSTS; ACIDS; MASS spectrometry; BIOACTIVE compounds; CHEMISTRY
- Publication
Journal of the American Oil Chemists' Society (JAOCS), 2008, Vol 85, Issue 4, p8
- ISSN
0003-021X
- Publication type
Article
- DOI
10.1007/s11746-008-1197-y