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Biocide
TCMTB
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TCMTB

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TCMTB
2-(thiocyanomethylthio)benzothiazole.svg
Names
Preferred IUPAC name
[(1,3-benzothiazol-2-yl)sulfanyl]methyl thiocyanate
Other names
  • 2-(Thiocyanomethylthio)benzothiazole
  • Thiocyanic acid 2-(benzothiazolethio) methyl ester
  • Casacide
Identifiers
3D model (JSmol)
ChEMBL
ECHA InfoCard 100.040.390
EC Number
  • 244-445-0
PubChem CID
RTECS number
  • XK8150900
UNII
  • InChI=1S/C9H6N2S3/c10-5-12-6-13-9-11-7-3-1-2-4-8(7)14-9/h1-4H,6H2
    Key: TUBQDCKAWGHZPF-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)N=C(S2)SCSC#N
Properties
C9H6N2S3
Molar mass 238.34 g·mol−1
Appearance Red to brown liquid with pungent odor
Density 1.05
Melting point −10 °C (14 °F; 263 K)
Boiling point 191 °C (376 °F; 464 K)
Very slightly soluble (0.125 g/L at 24 ° C)
log P 3.23
Vapor pressure 9.0×10−6 mmHg
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazardGHS07: Exclamation mark
Danger
H302, H312, H315, H317, H319, H330, H410
P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501
Lethal dose or concentration (LD, LC):
679 mg/kg (rat, oral)
200 mg/kg (rabbit, dermal)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

(Benzothiazol-2-ylthio)methyl thiocyanate (TCMTB) is a chemical compound classified as a benzothiazole.

Properties

TCMTB is an oily, flammable, red to brown liquid with a pungent odor that is very slightly soluble in water. It decomposes on heating producing hydrogen cyanide, sulfur oxides, and nitrogen oxides. The degradation products are 2-mercaptobenzothiazole (2-MBT) and 2-benzothiazolesulfonic acid.

Uses

TCMTB is used as wideband microbicide, paint fungicide, and paint gallicide. The active substance approved in 1980 in the United States. It is used, for example, in leather preservation, for the protection of paper products, in wood preservatives, and against germs in industrial water.

In the US, TCMTB is used as a fungicide for seed dressing in cereals, safflower, cotton and sugar beet.

It is also used when dealing with fungal problems when extracting hydrocarbons via fracking.

Approval

TCMTB is not an authorized plant protection product in the European Union. In Germany, Austria and Switzerland, no plant protection products containing this active substance are authorized.

TCMTB contributes to health problems in tannery workers as it is a potential carcinogen, and is a hepatotoxin. It is also a skin sensitizer, and may cause contact dermatitis in those exposed to the poisonous compound. Hence, it is mainly used in developing countries.


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