pKaH of pyridine versus other imines - Chemistry Stack Exchange
I have been trying to find the original data for the statement that the cyclic imine (or rather its conjugate acid) has a pKa of around 9. Typically, imines have a pKa between 5 and 7, so this …
What is the pKaH of pyrrole? - Chemistry Stack Exchange
Nov 17, 2019 · Let's compare two cyclic amine bases under this concept: Pyridine and Pyrrole. The following diagram illustrate the concept: Accordingly, pyrrolium ion is about $10^5$ times …
organic chemistry - Why is pyrimidine less basic than pyridine ...
Apr 28, 2016 · In pyridine, the hybridisation of nitrogen atom is $\mathrm{sp}^2$. The electron pair on nitrohen lies outside the ring on an $\mathrm{sp}^2$ hybrid orbital and is available for …
Why is 4-hydroxypyridine more acidic than benzoic acid?
Jul 22, 2020 · It corresponds to the pKa of 4-hydroxypyridinium, i.e. expressing poor basicity of 4-hydroxypyridine. 4-hydroxypyridine is also poorly acidic (pKa near 11). The reason is that the 4 …
Pyridine: Protic or Aprotic - Chemistry Stack Exchange
Mar 9, 2021 · $\begingroup$ pKa of conjugate acid of pyridine is 5.2, while pKa of water is 7. If you could get so many pyridinium cations in liquid form, then theoretically yes, it would be a …
How to calculate the pH of a 0.325 M solution of pyridine …
Jun 1, 2015 · Applying Henderson–Hasselbalch equation to amino acids: which pKa to use to calculate Z-/HZ ratio? 3 Accurate method to calculate the pH of a salt from a weak acid and …
Which is more basic, piperidine or pyrrolidine and why?
Mar 19, 2016 · I think I may have a possible insight into the small difference. Wikipedia gets the pKa from J. Am. Chem. Soc. 1957, 79 (20), 5441–5444 and lists pyrrolidine at 11.27 and …
organic chemistry - Why do tosylation and mesylation of alcohols …
Mar 11, 2016 · The pKa of Mesyl Chloride can be looked at from the following work by J. F. King, J. Y. L. Lam, and S. Skonieczny in their paper - J. Am. Chem. Soc. 1992, 114, 1743 - 1749. …
pKa of imidazoles - Chemistry Stack Exchange
Aug 12, 2017 · As @Zhe observed, the pKa values of all those compounds are really different of guanidine($\mathrm{p}K_\mathrm{a}$ =13.6). In the paper below, authors make the same …
organic chemistry - Basic strength of pyridine vs. pyrrolidine ...
Jun 9, 2020 · Unlike pyridine and pyrrole, the nitrogen atom of pyrrolidine is $\mathrm{sp^3}$ hybridized. Thus, it has more $\mathrm{p}$ character while $\ce{N}$ of pyridine and pyrrole …