Zhang, Jian-Feng published the artcileDetermination and quantum chemical calculation of the acid dissociation constants of some phenoxy acetic acids, SDS of cas: 5411-14-3, the publication is Yingyong Huaxue (2004), 21(8), 766-769, database is CAplus.
The acid dissociation constants of seven phenoxy acetic acids were determined by potentiometric titration It has been shown that phenoxy acetic acids exhibit stronger acidity than both acetic acid and benzoic acid due to the induction and conjugation of the oxygen atom on -OCH2COOH that links to the benzene ring. Acidity of phenoxy acetic acids containing two or more -OCH2 COOH groups is lower than that of phenoxy acetic acid by reason of electron donation of oxygen atom to the benzene ring. Quantum chem. calculation of the phenoxy acetic acids was carried out using CNDO/2 method. The bond charge d.(¦Ñ) of 0-H and C-O bond in carboxyl group of seven phenoxy acetic acids was calculated, and the value f=¦ÑO-H/¦ÑC-C, was figured out. The f value of the carboxyl group in phenoxy acetic acid as well as the f values of the most likely dissociated carboxyl group in other six phenoxyl acetic acid derivatives are changed in the corresponding change order of their pKa or pKa1 values. It is concluded that the f value can be used as a judgement criterion of relative acidity for phenoxy acetic acids.
Yingyong Huaxue published new progress about 5411-14-3. 5411-14-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2,2-(1,2-Phenylenebis(oxy))diacetic acid, and the molecular formula is C6H8O3, SDS of cas: 5411-14-3.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia