5868. 2-Mercaptobenzothiazole

Nomenclature

CAS number: 149-30-4
2(3H)-Benzothiazolethione; 2-benzothiazolethiol; MBT; Captax; Dermacid; Mertax; Thiotax.
C7H5NS2; mol wt 167.25.
C 50.27%, H 3.01%, N 8.37%, S 38.34%.

Description and references

Prepd industrially by reacting aniline, carbon disulfide, and sulfur at elevated press. and temps: Kelly, US 1631871. Purification by treatment with a per-acid salt in alkaline medium: Weyker, Ebel, US 2730528 (1956 to Am. Cyanamid). Improved process: Szlatinay, US 3031073 (1962 to Monsanto).

Chemical structure

Properties

Pale yellow, monoclinic needles or leaflets. Disagreeable odor. d 1.42. mp 180.2-181.7° (the technical product mp 170-175°). Practically insol in water. Soly at 25° (g/100 ml) in alcohol: 2.0; ether 1.0; acetone 10.0; benzene 1.0; carbon tetrachloride <0.2; naphtha <0.5. Moderately sol in glacial acetic acid. Sol in alkalies and alkali carbonate solns.

Derivative

Zinc salt.

Nomenclature

Bantex.

Properties

Light yellow powder, d425 1.70.

Derivative

Sodium salt.

Nomenclature

Nuodex 84.

Use

Rubber vulcanization accelerator. Salts used as fungicide.