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2-(THIOCYANOMETHYLTHIO)BENZOTHIAZOLE

CAS NUMBER: 21564-17-0

EC NUMBER: 244-445-0

MOLECULAR FORMULA: C9H6N2S3

MOLECULAR WEIGHT: 238.4

 

2-(Thiocyanomethylthio)-benzothiazole is a chemical compound classified as a benzothiazole.
2-(Thiocyanomethylthio)-benzothiazole is an oily, flammable, red to brown liquid with a pungent odor that is very slightly soluble in water. 

2-(Thiocyanomethylthio)-benzothiazole decomposes on heating producing hydrogen cyanide, sulfur oxides, and nitrogen oxides.
The degradation products are 2-(Thiocyanomethylthio)-benzothiazole and 2-benzothiazolesulfonic acid.

2-(Thiocyanomethylthio)-benzothiazole is used as wideband microbicide, paint fungicide, and paint gallicide.
2-(Thiocyanomethylthio)-benzothiazole is used, for example, in leather preservation, for the protection of paper products, in wood preservatives, and against germs in industrial water.

2-(Thiocyanomethylthio)-benzothiazole is used as a fungicide for seed dressing in cereals, safflower, cotton and sugar beet.
2-(Thiocyanomethylthio)-benzothiazole is also used when dealing with fungal problems when extracting hydrocarbons via fracking.

2-(Thiocyanomethylthio)-benzothiazole is not an authorized plant protection product in the European Union.
2-(Thiocyanomethylthio)-benzothiazole contributes to health problems in tannery workers as it is a potential carcinogen, and is a hepatotoxin. 

2-(Thiocyanomethylthio)-benzothiazole is also a skin sensitizer, and may cause contact dermatitis in those exposed to the poisonous compound.
2-(Thiocyanomethylthio)-benzothiazole is mainly used in developing countries.

2-(Thiocyanomethylthio)-benzothiazole is a a soil and seed treatment used to control various fungal and bacterial infections. 
2-(Thiocyanomethylthio)-benzothiazole is moderately soluble in water, has a low volatility and is not expected to be persistent in soil systems. 

2-(Thiocyanomethylthio)-benzothiazole is not eexpected to leach to groundwater. 
2-(Thiocyanomethylthio)-benzothiazole has a pungent odour.

2-(Thiocyanomethylthio)-benzothiazole is used as fungicide in the paper, tannery, paint, and coatings industries, and its study is important as it is considered toxic to aquatic life. 
In this study, a comparison of direct anodic oxidation (AO) using a boron-doped diamond electrode (BDD) and electro-Fenton (EF) processes for 2-(Thiocyanomethylthio)-benzothiazole degradation in acidic chloride and sulfate media using a FM01-LC reactor was performed. 

The results of the electrolysis processes studied in the FM01-LC reactor showed a higher degradation of 2-(Thiocyanomethylthio)-benzothiazole with the anodic oxidation process than with the electro-Fenton process, reaching 81% degradation for the former process versus 47% degradation for the latter process. 
This difference was attributed to the decrease in H 2 O 2 during the EF process, due to parallel oxidation of chlorides. 

The degradation rate and current efficiency increased as a function of volumetric flow rate, indicating that convection promotes anodic oxidation and electro-Fenton processes. 
The results showed that both AO and EF processes could be useful strategies for 2-(Thiocyanomethylthio)-benzothiazole toxicity reduction in wastewaters.

2-(Thiocyanomethylthio)-benzothiazole is a fungicide registered for use as an antisapstain chemical to protect dimensioned lumber.
2-(Thiocyanomethylthio)-benzothiazole is used as a wood preservative for antisapstain control, a microbiocide and bacteriocide in industrial processes and water systems and in industrial/residential materials preservatives. 

2-(Thiocyanomethylthio)-benzothiazole is also used as an agricultural pesticide for seed treatment.
2-(Thiocyanomethylthio)benzothiazole can be analyzed by this reverse phase (RP) HPLC method with simple conditions. 

The mobile phase contains an acetonitrile, water, and phosphoric acid. 
For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. 

Smaller 3 µm particles columns available for fast UPLC applications. 
This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. 

2-(Thiocyanomethylthio)-benzothiazole also suitable for pharmacokinetics.
2-(Thiocyanomethylthio)-benzothiazole is known to be useful in controlling bacteria and fungi in various aqueous systems. 

The preparation and use of 2-(Thiocyanomethylthio)-benzothiazole as a microbicide and a preservative is described.
The disclosure of each of these patents is incorporated specifically herein by reference. 

2-(Thiocyanomethylthio)-benzothiazole is manufactured.
Although a good microbicide, 2-(Thiocyanomethylthio)-benzothiazole tends to be ineffective against bacteria under 20 certain conditions, particularly at high pH. 

Systems requiring high concentrations of 2-(Thiocyanomethylthio)-benzothiazole, moreover, are generally uneconomical.
The mixture of 4,4-dimethyloxazolidine and 3,4,4-trimethyloxazolidine has been used as a microbicide in the metalworking fluid industry for a long period of time. 

Both 2-(Thiocyanomethylthio)-benzothiazole and oxazolidines are used alone to control microorganisms in industrial fluids. 
Many industries, such as the machining industry, experience problems caused by microorganisms. 

Aqueous metalworking fluids or cutting flu30 ids used in the machining industry are particularly susceptible to fouling caused by microorganisms. 
In machining operations, metalworking fluids are used primarily to reduce friction and heat, thereby reducing wear and prolonging the life of equipment. 

2-(Thiocyanomethylthio)-benzothiazole for controlling fungicidal growth in industrial applications including leather tanneries is the main application.
2-(Thiocyanomethylthio)-benzothiazole is a chemical compound classified as a benzothiazole.

2-(Thiocyanomethylthio)-benzothiazole is an oily, flammable, red to brown liquid with a pungent odor that is very slightly soluble in water. 
2-(Thiocyanomethylthio)-benzothiazole decomposes on heating producing hydrogen cyanide, sulfur oxides, and nitrogen oxides.

The degradation products are 2-mercaptobenzothiazole (2-MBT) and 2-benzothiazolesulfonic acid.
2-(Thiocyanomethylthio)-benzothiazole is used as wideband microbicide, paint fungicide, and paint gallicide.

2-(Thiocyanomethylthio)-benzothiazole is used in leather preservation, for the protection of paper products, in wood preservatives, and against germs in industrial water.
2-(Thiocyanomethylthio)-benzothiazole is used as a fungicide for seed dressing in cereals, safflower, cotton and sugar beet.

2-(Thiocyanomethylthio)-benzothiazole is effective against microorganisms which degrade and foul metalworking fluids. 
2-(Thiocyanomethylthio)-benzothiazole is specifically recommended for use as a tankside additive to prevent the growth of fungi and bacteria in diluted, end-use soluble oil, semi-synthetic and synthetic fluid systems. 

2-(Thiocyanomethylthio)-benzothiazole is recommended for use in soluble oil and semi-synthetic metalworking fluid concentrates for use in cutting fluids. 
2-(Thiocyanomethylthio)-benzothiazole is a microbicide concentrate that is used as a preservative for caulking-sealants and vinyl acetate wallcovering adhesives. 

2-(Thiocyanomethylthio)-benzothiazoles addition to these products will inhibit the growth of fungi that often cause the discoloration, unsightly appearance, and degradation of these compounds, particularly when they are exposed to humid environments. 
2-(Thiocyanomethylthio)-benzothiazole is especially recommended for the protection of caulking-sealants intended for use around bath tubs, showers, and bathroom tiles, and vinyl acetate adhesives used on fabrics and paper for covering walls.

2-(Thiocyanomethylthio)-benzothiazole is used to inhibit bacterial and fungal degradation of water-based and water-soluble or emulsifiable cutting fluids and coolants used in metalworking operations. 
The product should be added to the diluted cutting fluid at a rate that will provide 100–200 parts per million (ppm) 2-(Thiocyanomethylthio)-benzothiazole after final dilution with water. 

To prevent fungal growth on the inside walls of the diluted metalworking fluid storage tanks, higher concentrations of 2-(Thiocyanomethylthio)-benzothiazole are needed. 
For this application, 2-(Thiocyanomethylthio)-benzothiazole is recommended that 2-(Thiocyanomethylthio)-benzothiazole be added to the diluted fluid as it is prepared to provide a concentration of 500–750 ppm. 

To ensure complete dispersion, product should be added to the system at a point of vigorous agitation.
2-(Thiocyanomethylthio)-benzothiazole is a slimicide regulated by the FDA (21 CFR 176.300) for controlling bacteria, fungi and yeasts, which cause deterioration of paper and paperboard products. 

2-(Thiocyanomethylthio)-benzothiazole is also used as a fungicide for commercial and on-farm seed treatment. 
2-(Thiocyanomethylthio)-benzothiazole has 23 tolerances in the 40 CFR 180.288 for use as a fungicide on barley, sugar beets, cotton, oats, rice, safflower and wheat. 

Seed treatment use of TCMTB are not being supported by the technical registrant but are being supported by end-users.
2-(Thiocyanomethylthio)-benzothiazole is an organic sulfide that is the methyl thioether of 1,3-benzothiazole-2-thiol. 

2-(Thiocyanomethylthio)-benzothiazole has a role as an aryl hydrocarbon receptor agonist and a xenobiotic metabolite. 
2-(Thiocyanomethylthio)-benzothiazole is a member of benzothiazoles and a methyl sulfide. 

2-(Thiocyanomethylthio)-benzothiazole derives from a hydride of a benzothiazole.
2-(Thiocyanomethylthio)-benzothiazole 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. 
2-(Thiocyanomethylthio)-benzothiazole is moderately soluble in water, has a low volatility and is not expected to be persistent in soil systems. 

2-(Thiocyanomethylthio)-benzothiazole is not eexpected to leach to groundwater. 
2-(Thiocyanomethylthio)-benzothiazole 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.    
2-(Thiocyanomethylthio)-benzothiazole is an oily, flammable, red to brown liquid with a pungent odor that is very slightly soluble in water. 

2-(Thiocyanomethylthio)-benzothiazole decomposes on heating producing hydrogen cyanide, sulfur oxides, and nitrogen oxides. 
The degradation products are 2-mercaptobenzothiazole (2-MBT) and 2-benzothiazolesulfonic acid.

2-(Thiocyanomethylthio)-benzothiazole is not an authorized plant protection product in the European Union.
2-(Thiocyanomethylthio)-benzothiazole is a viscous reddish liquid and is insoluble in vater, but soluble in organic solvents such as acetone,dimethylformamide,cyclohexanone, benzene and xylene. 

2-(Thiocyanomethylthio)-benzothiazole 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 2-(Thiocyanomethylthio)-benzothiazole 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. 
2-(Thiocyanomethylthio)-benzothiazole is sold commercially as 80% technical material under thetrade name "2-(Thiocyanomethylthio)-benzothiazole" 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.
2-(Thiocyanomethylthio)-benzothiazole is an antimicrobial agent used as a substitute for chlorophenols in industrial applications.

 

USES:

-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

 

APPLICATION:

-Wood preservative

-marine biocide 

-fungicide

 

PROPERTIES:

-Boiling point: >120°C

-Melting point: <-10°C

-Relative density (water = 1): 1.4

-Solubility in water, g/100ml: 0.0033

-Octanol/water partition coefficient as log Pow: 3.3  

 

PROPERTIES:

-Appearance: Brown-Red Liquid

-Boiling Point: 405.6 °C

-CAS Number: 21564-17-0

-Density: 1.47 g/cm3

-EINECS Number: 244-445-0

-IUPAC Name: (1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate

-InChI: 1S/C9H6N2S3/c10-5-12-6-13-9-11-7-3-1-2-4-8(7)14-9/h1-4H,6H2

-InChIKey: TUBQDCKAWGHZPF-UHFFFAOYSA-N

-Molar Mass: 238.35 g/mol

-Molecular Formula: C9H6N2S3

-RTECS Number: XK8150900

 

STORAGE:

Separated from food and feedstuffs. 
Store in an area without drain or sewer access. 
Provision to contain effluent from fire extinguishing. 

 

SYNONYM:

2-(Thiocyanatomethylthio)benzothiazole
2-(Thiocyanomethylthio)benzothiazole
Superdavloxan
Benthiazole
2-((Thiocyanatomethyl)thio)benzo[d]thiazole
Alentisan
Ichiban
Sancelant TMB
Delsan 30
Busan
Busan 15
Busan 71
Busan 1030
Busan 30
Busan 30A
Busan 30I
Busan 70
Busan 72
Busan 72A
Tolcide 2230
1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate
Busan 30-1
THIOCYANIC ACID, (2-BENZOTHIAZOLYLTHIO)METHYL ESTER
KVK 733059
UNII-5GE166YVQV

 

IUPAC NAME:

(1,3-benzothiazol-2-ylsulfanyl)methyl thiocyanate
(1,3-benzothiazol-2-ylthio)methyl thiocyanate
(1,3-benzothiozol_2-ylsulfanyl)methyl thiocyanate
(2-Benzothiazolylthio)methyl thiocyanate
(Benzothiazol-2-ylthio) метил тиоцианат
(benzothiazol-2-ylthio)methyl thiocyanate
1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate
2-(Thiocyanatomethylthio)-benzothiazol
TCMTB
{[(1,3-benzothiazol-2-ylsulfanyl)methyl]sulfanyl}carbonitrile
Oth


 

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