Thioglycolic Acid → HCID 178526196, compound

Participants

Reaction Steps

0.12 ml of mercaptoacetic acid and 350 ml of 2,6-di-tert-butyl-4-methylpyridine were added to 4 ml of methylene chloride and the mixture was stirred at room temperature. Then, 800 mg of pentafluoroethylphenyliodonium trifluoromethanesulfonate was added thereto and the mixture was allowed to react for 30 minutes at room temperature. The reaction mixture was subjected to column chromatography of silica gel and, after eluting iodobenzene with hexane, the product was eluted with diethyl ether. The diethyl ether was distilled off to obtain 319 mg (90% yield) of pentafluoroethylthioacetic acid as an oily substance. 19F-NMR (CCl3F internal standard in CDCl3): -83.98 ppm (t, JCF3,CF2 =3.5 Hz, CF3), -93.39 ppm (q, JCF3,CF2 =3.5 Hz, CF2)

Provenance & Evidence