9340. Thiolactic Acid

Nomenclature

CAS number: 79-42-5
2-Mercaptopropanoic acid; 2-mercaptopropionic acid; 2-thiolpropionic acid; α-mercaptopropanoic acid.
C3H6O2S; mol wt 106.14.
C 33.95%, H 5.70%, O 30.15%, S 30.21%.

Description and references

First prepd from α-chloropropionic acid and potassium hydrosulfide: Schacht, Ann. 129, 3 (1864); prepn from α-chloropropionic acid and sodium thiosulfate: Martin, US 2413361 (1946 to Martin Labs). From sodium sulfide, sulfur and α-bromopropionic acid: Dumesnil, US 2985557 (1961 to Frank E. Jonas). Review: Reid, Organic Chemistry of Bivalent Sulfur vol. I (Chemical Publ. Co., New York, 1958) p 449.

Chemical structure

Properties

Oil, disagreeable odor. Poisonous. Solidif on cooling, crystals mp about 10°. d415 1.220. bp16 117°. nD16 1.4823. Miscible with water, alcohol, ether, acetone.

Derivative

Copper salt.

Nomenclature

CAS number: 6416-10-0
C3H5CuO2S; mol wt 168.68.
C 21.36%, H 2.99%, Cu 37.67%, O 18.97%, S 19.01%.

Properties

Yellow precipitate. Practically insol in water and in dil HNO3.

Derivative

Barium salt.

Nomenclature

CAS number: 6028-21-3
C6H10BaO4S2; mol wt 347.60.
C 20.73%, H 2.90%, Ba 39.51%, O 18.41%, S 18.45%.

Properties

Rubbery compd, very sol in water. Practically insol in alcohol.

Derivative

Mercury salt.
C6H10HgO4S2; mol wt 410.86.
C 17.54%, H 2.45%, Hg 48.82%, O 15.58%, S 15.61%.

Properties

Small shiny platelets, sparingly sol in water, very sol in alcohol.

Derivative

Sodium salt.

Nomenclature

CAS number: 22535-46-2
C3H5NaO2S; mol wt 128.13.
C 28.12%, H 3.93%, Na 17.94%, O 24.97%, S 25.03%.

Properties

Crystals as pentahydrate. Dec about 250°. Sol in water, methanol, ethanol. Less sol in propanol.

Derivative

Calcium salt.

Nomenclature

CAS number: 35440-78-9
C6H10CaO4S2; mol wt 250.35.
C 28.79%, H 4.03%, Ca 16.01%, O 25.56%, S 25.62%.

Properties

Crystals as decahydrate. Dec 270°. Sol in water, methanol, ethanol. Less sol in propanol.

Derivative

Platinum salt.

Nomenclature

CAS number: 6416-12-2
C6H10O4PtS2; mol wt 405.36.
C 17.78%, H 2.49%, O 15.79%, Pt 48.13%, S 15.82%.

Properties

Greenish-yellow precipitate. Practically insol in water and dil acids. Sol in sodium hydroxide and sodium carbonate.

Derivative

Silver salt.
C3H5AgO2S; mol wt 213.00.
C 16.92%, H 2.37%, Ag 50.64%, O 15.02%, S 15.05%.

Properties

Yellow precipitate. Practically insol in water and dil HNO3.

Use

In depilatory and hair waving prepns.