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ChemicalBook CAS DataBase List Thioglycolic acid
68-11-1

Thioglycolic acid synthesis

10synthesis methods
Thioglycolic acid is prepared from Sodium sulfide plus Sodium monochloride acetate to yield Dithioglycollic acid. Electrolysis of the latter acid yields the title material.
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Yield:68-11-1 95%

Reaction Conditions:

with hydrogen sulfide;hydrogen bromide in water;

Steps:

1 EXAMPLE 1

The above procedure was repeated using 0.1 mol of glycolic acid, 0.36 mol of hydrogen bromide, 1.7 mol of water, and 0.28 mol of hydrogen sulfide at a temperature of 120° C. and a maximum pressure of 280 psig. 63% of the glycolic acid was converted to thioglycolic acid in 16% yield, and to bromoacetic acid in 81% yield. This procedure was repeated using 0.24 mol of hydrogen sulfide at 150° C. and a maximum pressure of 360 psig. 99% of the glycolic acid was converted to thiodiglycolic acid in over 95% yield.

References:

US4161612,1979,A

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