Journal of Fluorine Chemistry p. 85 - 94 (1987)
Update date:2022-08-03
Topics:
Hamman
Barrelle
Tetaz
Beguin
2-Fluoro-2-phenyl acetic acid was synthetized from phenylglycine through a fluorodeamination reaction in a HF : pyridine mixture or from ethylmandelate through fluorodehydroxylation using the reagent fluoroamine (FAR). The specific rotation of S-2-fluoro-2-phenyl acetic acid is [α] 20D = + 153° in chloroform at concentration c = 1,25 g/100 ml. This acid can be used as a derivatizing chiral agent : the enantiomers can be distinguished and the enantiomeric excess of secondary alcohols can be determined by 19F NMR spectra of the corresponding esters.
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