The deprotonation of N-methylpiperidinium salts BH,@ , observed by means of the coalescence of the N-methyl doublet, is operated either by OH@, or by the conjugate base B. The action of O H @ is predominant as the steric hindrance increases around Ha and is twice as fast in the axial direction. RCs
Transferts Protoniques de Sels d'Ammonium Substitues—VIII: Sels de Pyridinium 4-Substitues
✍ Scribed by Jean-Jacques Delpuech; Guy Serratrice
- Book ID
- 102950634
- Publisher
- John Wiley and Sons
- Year
- 1972
- Tongue
- English
- Weight
- 676 KB
- Volume
- 4
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
The deprotonation rate 1/7 of the title compounds, [4 -R -Py HI+, where R = NHz, t-Bu, Me, C1, Br or CN, is measured using the coalescence of the pyridinic u-protons, in a mixture CF,COOH/H,O/HClO, of variable acidity Ho, at 38°C. 1/7 is a linear function k/ho of the acidity l/ho. k isapproximately proportional to the water content and independent of the salt concentration, which seems to be evidence for an exchange with an intermediate pyridine hydrate, according to:
📜 SIMILAR VOLUMES
## Abstract L'inversion de l'azote pyramidal d'une amine peut ětre ralentie, de manière calculable, par une protonation presque totale dans un milieu d'acidité variable. Un traitement théorique complet permet de calculer sa vitesse à partir de la durée de vie moyenne du sel d'ammonium déterminée pa