* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Reference:
[1] Journal of the Korean Chemical Society, 2014, vol. 58, # 1, p. 17 - 24
[2] Journal of the Serbian Chemical Society, 2015, vol. 80, # 8, p. 1019 - 1034
[3] Polyhedron, 2016, vol. 115, p. 164 - 173
13.a a)
a) [(3-Fluorophenyl)thio]acetic acid A solution of 2-chloroacetic acid (7.4 g, 78 mmol) and 3-fluorobenzenethiol (10 g, 78 mmol) in 10% aqueous sodium hydroxide (100 mL) was stirred at room temperature for 10 min. The resultant precipitate was filtered off. Addition of solid citric acid to the mother liquors gave further precipitation of the product. The combined solids were dried in vacuo to give the title compound as a white solid.
With sodium hydroxide at 120 - 130℃; for 5h;
Materials
General procedure: Phenylsulfinylacetic acid and several para- and meta substituted phenylsulfinyl acetic acids were prepared from the corresponding phenylmercaptoacetic acids by controlled oxidation using equimolar quantity of H2O2 and recrystallised from suitable solvents. The recrystallised phenylsulfinylacetic acids were dried, melting points were determined and checked with the literature values. Thepurity was also ascertained by LC-MS for all the phenylsulfinylacetic acids. Then they were stored in the vacuum desiccator and used for the kinetic studies. Phenylmercaptoacetic acids required for the synthesis of PSAAs were synthesized by condensing chloroacetic acid (4.7 g in 20 ml of 20% sodium hydroxide) with appropriate thiophenol (0.05 mole) dissolved in 10 ml of 20% sodium hydroxide at 120-130°C for five hours. The phenylmercaptoacetic acids formed were recrystallised from water and their melting points were verified with the literature values.32 Potassium dichromate (Merck), sodium perchlorate (Merck), perchloric acid (Merck) and all other reagents used were of AnalaR grade. Solvents, acetonitrile and water were purified by established procedures.
Reflux; Alkaline conditions;
Alkaline conditions;
Alkaline conditions;
2.2. Preparation of the phenylmercaptoacetic acids
General procedure: Twelve phenylmercaptoacetic acids (Scheme 1) with differentsubstituents, viz. H, p-Cl, p-Br, p-F, m-F, p-OMe, m-OMe, p-OEt,p-Me, p-Et, p-i-Pr and p-t-Bu, were used in this work. They wereprepared using a standard procedure by the condensation ofthe corresponding thiophenols with chloroacetic acid in alkalinemedium [35,51]. The purity of the PMAAs was checked using theirmelting points and LCMS spectra, which were found to agree withthe literature values. The LCMS analysis of each PMAA on a HPLCcoupled Agilent ion trap mass spectrometer using an inestsil-ODS-3 V column of the size 4.6 250 mm confirmed the presenceof a single species.
With water; cetyltrimethylammonim bromide; chromic acid; In acetonitrile; at 30℃;Kinetics;
General procedure: All the kinetic runs were performed under pseudo-first-order conditions by maintaining alarge excess of PSAA over the concentration of Cr(VI). The progress of the reaction in CTAB medium was monitored by following the rate of decrease of [Cr(VI)] spectrophotometricallyat 360 nm. In order to avoid solubility problems, the reaction was conducted in a 95 % water-5 % CH3CN medium