2-(Thiocyanatomethylthio)benzothiazole Property

Melting point:

<-10 °C

Boiling point:

>120 °C

Density 

d25 1.05 (c = 0.30)

refractive index 

1.5500 (estimate)

Flash point:

(open cup): 66°C

storage temp. 

0-6°C

solubility 

soluble in Chloroform, Ethyl Acetate

form 

Oil

pka

-0.09±0.10(Predicted)

color 

Brown to Dark Brown

Odor

pungent odor

CAS DataBase Reference

21564-17-0(CAS DataBase Reference)

NIST Chemistry Reference

Thiocyanic acid, (2-benzothiazolylthio)methyl ester(21564-17-0)

EPA Substance Registry System

2-(Benzothiazolylthio)methyl thiocyanate (21564-17-0)

Safety

Hazard Codes 

T+,N,Xn

Risk Statements 

22-26-36/38-43-50/53-36/37/38

Safety Statements 

28-36/37-38-45-60-61-36-26

RTECS 

XK8150900

HS Code 

29342000

Hazardous Substances Data

21564-17-0(Hazardous Substances Data)

Toxicity

LD50 in male, female rats (mg/kg): 752, 679 orally (Rush)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H330Fatal if inhaled

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P320Specific treatment is urgent (see … on this label).

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2-(Thiocyanatomethylthio)benzothiazole Chemical Properties,Usage,Production

Description

(Benzothiazol-2-ylthio)methyl thiocyanate (TCMTB) is a chemical compound classified as a benzothiazole. 2-(thiocyanomethylthio)benzothiazole is a a soil and seed treatment used to control various fungal and bacterial infections. It is moderately soluble in water, has a low volatility and is not expected to be persistent in soil systems. It is not eexpected to leach to groundwater. It has a pungent odour, is highly toxic to most aquatic species and moderately toxic to birds. 2-(thiocyanomethylthio)benzothiazole is highly toxic to humans via the oral route and is a recognised irritant.    
   

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.

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.

Chemical Properties

Brown Oil

Physical properties

It is a viscous reddish liquid and is insoluble in vater， but soluble in organic solvents such as acetone,dimethylformamide,cyclohexanone， benzene and xylene. It has a specific gravityof 1.38,a boiling point greater than 120℃ and a vapour pressure of about 0.05 torr. The supplier normally dissolves TCMTB in a mixture of organic solvents to form a concentrate. Emulsifiers or surfactants may be added to the concentrate to improve the stability of emulsions formed when the concentrate is diluted withwater. TCMTB is sold commercially as 80% technical material under thetrade name "TCMTB" by Buckman Laboratories，Which is the soleanufacturer of the material.The patented preparationinvolves a reaction of 2-mercaptobenzothiazole and chloromethylthiocyanate,but confidential data obtained from Buckman Laboratories indicates another preparative method may now be used.

History

The commercial use of TCMTB apparently had its origins in with Buckman Laboratories，Inc., of Memphis，Tennessee. In thelate 1940's this company became involved in the search for solutions to the problem of breaks in paper on high speed paperachines due to the formation of microbiological slime.rhecompany first developed the microbiocide BSM-11,a product containing mercuric acetate and trichlorophenol, which seemed tof ind acceptance in the paper making industry. However, in view of the potentiaL for adverse health and environmental impacts from the use of mercury compounds，BuckmanLaboratories developed a 1ine of organosulphur compounds whichalso proved to be effective slime control agents."Alone， or inconjunction with other active ingredients，TCMTB is now found in avariety of Buckman products.

Uses

2-(Thiocyanatomethylthio)benzothiazole is an antimicrobial agent used as a substitute for chlorophenols in industrial applications.

Uses

Wood preservative, marine biocide, fungicide.

Application

2-(Thiocyanatomethylthio)benzothiazole can be used as:

• Industrial antimicrobial used instead of chlorophenols;
• Used as a wood preservative, marine biocide, and fungicide;
• Used as a contact fungicide for barley, cotton. corn, oats, rice, sorghum. sugar beets, safflower, and wheat;
• in seed treatments for cereals, corn, cotton, legumes, rice, sorghum, and sugar beets;
• as preservative in paints and leather production;
• Used as a wood preservative, biocide (pulp & paper mills, sewage systems), product preservative and slimicide (paper, leather, paint, carpet, textiles, wallpaper), and seed treatment pesticide.

Toxicology

There are few published studies on the toxicity of TCMTB or Busan1030. Confidential information received from Buckman Laboratoriesindicates that most of the toxicity studies on TCMTB and Busan 1030 have been carried out by private laboratories and that this data vas submitted to government agencies as part of the pesticideregistration process. "Unfortunately, this data is not available from Agriculture Canada, but has been requested by the company from the B.C. Ministry of Environment and Parks' wasteManagement Branch .