9363. 1-Thiosorbitol

Nomenclature

CAS number: 24531-57-5
1-Thio-d-glucitol; 1-deoxy-1-mercapto-d-sorbitol.
C6H14O5S; mol wt 198.24.
C 36.35%, H 7.12%, O 40.35%, S 16.17%.

Description and references

Prepd by heating an aq soln of glucose with a catalyst, sulfur, and hydrogen at 150° and 1500 psi for 3 hrs: Farlow et al., J. Am. Chem. Soc. 70, 1392 (1948).

Chemical structure

Properties

Crystals from abs alcohol, mp 92-93°. Nonhygroscopic. [α]D27 1.9° (c = 2). Readily sol in water, pyridine, ethylene glycol, formamide; practically insol in benzene, petr ether, carbon tetrachloride; carbon disulfide. Solubilities at 20° in g/100 ml solvent: 1.7 in abs alcohol; 1.2 in dioxane; 0.016 in ethyl ether; 0.016 in trichloroethylene; 0.010 in acetone. Strong reducing agent.

Use

Suggested as a polymer stabilizer; anticorrosion agent for pickling baths; in plating baths.