77507-17-6Relevant articles and documents
Nuclear Magnetic Resonance Determination of Enantiomeric Composition and Absolute Configuration of Amines, Alcohols, and Thiols with α-acetic Acid as a Chiral Derivatizing Agent.
Pirkle, William H.,Simmons, Kirk A.
, p. 3239 - 3246 (2007/10/02)
(R)-acetic acid, easily prepared from commercially available (R)-2,2,2-trifluoro-1-(9-anthryl)ethanol, is a useful chiral reagent for the conversion of enantiomeric alcohols, thiols, or amines into diastereomeric derivatives.The resultant diasteremers typically have nonidentical NMR spectra, thus enabling NMR determination of the diastereomeric ratio, a ratio which reflects the original enantiomeric purity of the alcohol, thiol, or amine.A discussion of the conformational behavior of these derivatives is presented as is a conformational model for obtaining absolute configurations of the alcohol, thiol, or amine from the senses of the chemical shift differences noted between the diastereomeric derivatives.