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Reactivity-Selectivity Principle: Phenyl Group in Indazole Makes It More Lucid

15 December 2021, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Linear free energy relationship (LFER) plots are constructed for the deprotonation equilibriums (pKaH+) of pyrazolium and indazolium (benzopyrazolium) cations. The reaction constants Taft * and Hammett  are found to be 2.75 and 1.32 for deprotonation (pKaH+) of pyrazolium and indazolium cations respectively. Higher value of Taft * than the Hammett  is explained in terms of extra stability of the indazolium cation due to its greater number of resonance structures. This article is an exercise to undergraduate students for writing different resonance structures of indazolium cation.

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Version History

Dec 15, 2021 Version 1

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2021-9jdkr
D O I: 10.26434/chemrxiv-2021-9jdkr [opens in a new tab]

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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