Haefele, J. W. published the artcileSynthesis and properties of mercaptans with different SH-acidities, Safety of 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is Kosmetik-Parfum-Drogen Rundschau (1961), 1-4, database is CAplus.
cf. CA 54, 17233g.-The ionization constants of the SH groups of the following mercaptans were determined by potentiometric titration (pK given): thioglycolic acid (I), 10.2; βmercaptopropionic hydrazide, 10.2; EtSH, 10.0; βmercaptoethanol, 9.5; mercaptopropionamide, 9.4; thioglycerol, 9.3; 2mercaptoethylurea, 9.1; N-(mercaptoethyl)acetamide, 8.7; “mercaptoethylnitrile,” 8.6; 2-mercaptoethylamine, 8.6; glutathione, 8.7; cysteine, 8.3; thioglycolamide (II), 8.2; thiosalicylic acid, 8.2; thiolactamide, 8.1; thiophenol, 8.0; mercaptoethyl methyl sulfone, 7.9; hydroxyethyl thioglycolate, 7.8; thiomalimide, 6.7; “dimethoxyethyt thiomalate,” 6.0; thioacetic acid, 4.3. Passing NH3 into an alc. solution of an ester of thioglycolic acid, cooling, and washing by decantation gave NH4SCH2CONH2, aqueous solution pH 8.5-8.9; warming the solution to 55-60° in vacuo vaporized the NH3 and lowered the pH to 6.0-6.4. II added to acrylonitrile (III) in acid medium, while I added only in alk. medium (Earle, CA 47, 7374g). Similarly, reduced hair added to III in acid medium, confirming the relative acidity of the keratin SH group.
Kosmetik-Parfum-Drogen Rundschau published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Safety of 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.
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