Conformational analyses of 2,3-dihydroxypropanoic acid as a function of solvent and ionization state as determined by NMR spectroscopy

• Published in: Magnetic resonance in chemistry Vol. 44; no. 3; pp. 210 - 219
• Main Authors: Drake, Michael D., Harsha, Alex K., Terterov, Sergei, Roberts, John D.
• Format: Journal Article
• Language: English
• Published: Chichester, UK John Wiley & Sons, Ltd 01.03.2006
• Subjects: 1H NMR; 2,3‐dihydroxypropanoic acid; 3-dihydroxypropanoic acid; conformational analysis; gauche effect; glyceric acid; glyceric acid deuteriation; hyperconjugation; NMR; solvent effects

Vicinal 1H1H coupling constants were used to determine the conformational preferences of 2,3‐dihydroxypropanoic acid (1) (DL‐glyceric acid) in various solvents and its different carboxyl ionization states. The stereospecific assignments of J12 and J13 were confirmed through the point‐group substitu...