The author of 《Stereochemical studies, XXVII. Studies on 2-hydroxycycloalkanoates, VI》 were Bernath, Gabor; Sohar, Pal; Lang, Kornelia L.; Gondos, Gyorgy; Gera, Lajos; Pal, A.. And the article was published in Acta Chimica Academiae Scientiarum Hungaricae in 1977. Reference of Cis-methyl 2-hydroxycyclohexanecarboxylate The author mentioned the following in the article:
The saponification kinetics of I (R = Et, n = 1, 2, 3, 4) and II (R = Et, R1 = OH, n = 1, 2, 3, 4) in 70% aqueous dioxane are accelerated by a factor of 10-21 by the neighboring OH group with respect to II [R = Et, R1 = H (III), n = 1, 2, 3, 4]; the ratio of reaction rates occurring with or without OH participation is ester concentration dependent. There is no difference between the cis and trans isomers in the cyclopentane or cycloheptane series; I (R = Et, n = 4) reacts faster than II (R = Et, R1 = OH, n = 4) while I (R = Et, n = 2) reacts slower then II (R = Et, R1 = OH, n = 2). The isokinetic temperatures for the saponification of I and II (R1 = OH) is 151 ± 12 K. The slope with III in steeper than that with I (R = Et) or II (R = Et, R1 = OH) indicating that the 2 reactions occur by different mechanisms. The rate enhancing effect of the neighboring OH group is due to mostly to solvent sorting by the OH group. H-bonding in I and II (R1 = OH) and the IR and NMR of I (R = Et, Me) and II (R = Me, Et; R1 = OH) are discussed. After reading the article, we found that the author used Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8Reference of Cis-methyl 2-hydroxycyclohexanecarboxylate)
Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Reference of Cis-methyl 2-hydroxycyclohexanecarboxylate Polyesters are important plastics, with monomers linked by ester moieties.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics