There are separate quantity symbols for the pKa of a substance and its conjugate acid
the verdict
INSUFFICIENT LEANING
refutedsupported
the weight of evidence
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AS REPORTEDno primary record reached; this is what the reporting says
The retrieved discussions highlight widespread terminology inconsistencies and potential confusion surrounding pKa values for conjugate acid-base pairs, but they do not establish a standardized set of separate quantity symbols.
# Are there separate quantity symbols for the pKa of a substance and the pKa of its conjugate acid?
Tags: acid-base, nomenclature
- Score: 8
- Views: 378
- Answers: 1
- Answered: yes
- Asked by: Karsten (44753 rep)
- Asked: 2022-01-23
- Edited: 2022-01-23
- Site: chemistry
## Question
For polyprotic acids, we distinguish the different deprotonation equilibria and their equilibrium constants by indices, e.g. phosphoric acid dissociation is described by $K_1$, $K_2$, and $K_3$. Considering the acid/base properties of water, there are two relevant equilibria (protonating or deprotonating water once) and equilibria with at least two other species ($\ce{H4O^2+}$ and $\ce{O^2-})$. Is there a systematic nomenclature for these equilibria, maybe something like $K_1$, $K_2$, and $K_{-1}$ and $K_{-2}$?
In tables (typically in organic chemistry), molecules are often listed alongside with the $\mathrm{p}K_\mathrm{a}$ values of the conjugate acid, e.g. comparing the basicity of amines and amides. There is potential confusion with the $\mathrm{p}K_\mathrm{a}$ values of the species listed (giving a measure of how acidic they are).
Is there are good way of symbolically distinguishing the $\math
# Widespread misinterpretation of pKa terminology and its consequences
ChemRxiv. Published: 2024-08-07. Preprint. 0 citations.
## Authors
- Jonathan W. Zheng (Massachusetts Institute of Technology): h-index 8; 238 citations
- Ivo Leito (University of Tartu): h-index 64; 14,594 citations
- William H. Green (Massachusetts Institute of Technology): h-index 87; 31,702 citations
## Topics
- Computational Drug Discovery Methods
- Free Radicals and Antioxidants
- Chemistry and Chemical Engineering
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# Widespread misinterpretation of terminology
Jonathan W. Zheng,† Ivo Leito,‡ and William H. Green∗ ,† † Massachusetts Institute of Technology, Cambridge, MA, 02139, U.S.A.
‡ University of Tartu, Ravila 14A, Tartu 50411, Estonia
E-mail: whgreen@mit.edu
## Abstract
The acid dissociation constant (pKa), which quantifies the propensity for a solute to donate a proton to its solvent, is crucial for drug design and synthesis, environmental fate studies, chemical manufacturing, and many other fields. Unfortunately, the termi nology used for describing acid-base phenomena is inconsistent, causing large potential for misinterpretation. In this work, we examine a systematic confusion unde
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