Offer effective acylation of hydroxyl groups, primary and secondary amines.
Properties of Perfluoroacylimidazoles
Name
R-Group
MW
Boiling Point
Density
TFAI
CF3
164.08
38-40°C/14mm
1.490
HFBI
C3F7
264.10
57-58°C/10mm
1.562
Product Detail
Highlights
Offer considerable advantages over the anhydrides for the preparation of perfluoroacyl derivatives; the reactions are smooth, quantitative and produce no acid byproducts that must be removed from the system before injection
Principal byproduct is imidazole (relatively inert)
React with hydroxyl groups, primary and secondary amines, and quantitatively acylate indole alkylamines
Tryptamine and metabolites present in spinal fluid have been analyzed by ECD using HFBI
Used in bifunctional derivatization schemes and in exchange reactions where TMS derivitives are converted to HFB derivatives
Hydroxyl groups of catecholamines are derivatized with TMSI, followed by conversion of the amines to acylamides with HFBI
References
1.Bennington, F., et.al. (1975). Identification and separation of indolealkylamines by gas-liquid chromatographic analysis of their heptafluorobutyryl derivatives.J. Chromatogr. 106:435-9. 2.Seeley, S.D. and Powell, L.E. (1974). Gas chromatography and detection of microquantities of gibberellins and indoleacetic acid as their fluorinated derivatives. Anal. Biochem. 58:39-46. 3.Horning, M.G., et.al. (1968). The GLC separation of hydroxyl-substituted amines of biological importance including the catecholamines. Preparation of derivatives for electron capture detection. Anal. Lett. 1(5):311-21.
* Perfluoroacylimidazoles are available in bulk quantities for manufacturing applications.
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