Csiba, I. published the artcileSolubilization properties of some water-soluble aryl alkyl ether derivatives. I. Preparation and solubilization properties of aryloxyacetic acids, SDS of cas: 1798-04-5, the publication is Cesko-Slovenska Farmacie (1968), 17(1), 28-33, database is CAplus and MEDLINE.
Aryloxyacetic acids of the general formula I were prepared by heating a mixture of the appropriate Na phenolate (II) and ClCH2CO2H on a boiling water bath, and extracting the reaction mixture with Et2O and saturated NaHCO3 solution In cases when II was not soluble, EtOH was added to the reaction mixture I prepared were (R1, R2, R3, R4, R5, % yield, and m.p. given): H, Me, H, H, H, 71.9, 101¡ã; H, H, Me, H, H, 72.3, 125¡ã; Et, H, H, H, H, 51.5, 138-40¡ã; NO2, H, H, H, H, 25, 152¡ã; H, H, NO2, H, H, (Ia), 50.1, 182¡ã; H, H, Cl, H, H, 61.5, 158-9¡ã; H, H, tert-Bu, H, H, (IIb), 54.2, 86¡ã; H, H, tert-C8H17, H, H (IIc), 48.3, 106-8¡ã; Ph, H, H, H, H, 28.8, 98-100¡ã; OMe, H, H, H, H, 68.3, 128¡ã; H, OMe, H, H, H, 54.5, 114-15¡ã; H, H, OMe, H, H, 35, 110-12¡ã; EtCO, H, H, H, H, 22.2, 127-9¡ã; H, H, EtCO, H, H, 61.5, 125-7¡ã; Me, Me, H, H, H, 60, 160; Me, H, Me, H, H, 48.6, 140¡ã; Me, H, H, Me, H, 34.5, 118¡ã; Cl, H, Cl, H, H, 56, 138-9¡ã; Me, H, H, iso-Pr, H, 53.8, 149¡ã; iso-Pr, H, H, Me, H, 62.4, 148¡ã; OMe, H, H, CHO, H, 57.5, 175-7¡ã; H, OMe, H, OMe, H, 32.6, 143-4¡ã; Me, H, Me, H, H, 76, 117¡ã; Cl, H, Cl, H, Cl, 49.3, 153-4¡ã; H, Me, Cl, Me, H, 54, 148-5¡ã. Ia (40 g.) and 394.86 g. FeSO4¡¤7H2O in 310 ml. 25% NH4OH was refluxed, and the mixture acidified with AcOH to give 66% I (R1 = R2 = R4 = R5 = H, R3 = NH2), m. 220-2¡ã. Na, K, or Li salts of I were prepared by treating an alc. solution of the appropriate I with alc. metallic hydroxide or alcoholate. Solubility of caffeine and (or) 8-methylcaffeine in solutions of I alkali salts was determined I with substituents having +I and +M effects had higher dissolution power than unsubstituted PhOCH2CO2H (III). IIb, and IIc, resp. acted as surfactants but their dissolution power was lower than that of III.
Cesko-Slovenska Farmacie published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C12H16O3, SDS of cas: 1798-04-5.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia