9360. Thiosalicylic Acid

Nomenclature

CAS number: 147-93-3
2-Mercaptobenzoic acid; o-sulfhydrylbenzoic acid.
C7H6O2S; mol wt 154.19.
C 54.53%, H 3.92%, O 20.75%, S 20.80%.

Description and references

Prepd by heating o-halogenated benzoic acids with an alkaline hydrosulfide in the presence of copper: DE 189200 (1906); by reduction of dithiosalicylic acid: Claasz, Ber. 45, 2427 (1912); DE 205450; C. F. H. Allen, D. D. MacKay, Org. Synth. coll. vol. II, 580 (1943).

Chemical structure

Properties

Sulfur-yellow flakes, plates, needles from glacial acetic acid or alcohol. Softens at 158°. mp 164-165°. Sublimes. Slightly sol in hot water; freely in glacial acetic acid, alc. Exposure to air yields dithiosalicylic acid, which is produced also when an alcoholic soln of thiosalicylic acid comes in contact with FeCl3 (resulting in a transitory blue color).

Derivative

Sodium salt.

Nomenclature

Jecto-Sal (Mallard); Thiocyl.
C7H5NaO2S; mol wt 176.17.
C 47.72%, H 2.86%, Na 13.05%, O 18.16%, S 18.20%.

Properties

Crystals, sol in water.

Use

Manuf thioindigo dyes, reagent for determn of iron.