2-(Thiocyanomethylthio)benzothiazole
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2-(Thiocyanomethylthio)benzothiazole
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CAS No:
21564-17-0
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Formula:
C9H6N2S3
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Chemical Name:
2-(Thiocyanomethylthio)benzothiazole
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Synonyms:
Thiocyanic acid,(2-benzothiazolylthio)methyl ester;2-[(Thiocyanatomethyl)thio]benzothiazole;Busan 72;2-(Thiocyanomethylthio)benzothiazole;Busan 15;TCMTB;Busan 72A;KVK 733059;Busan 30I;Busan 30-1;Busan 30;Ichiban;Busan 70;Alentisan;Busan 71;Busan 30A;Benthiazole;Superdavloxan;Busan 1030;Sancelant TMB;2-(Thiocyanatomethylthio)benzo[d]thiazole;Delsan 30;Busan 80;Busan 30L;Nusan;Busan 1118;Busan 30WBA;BN 30;Bulab 6009;Afrotin CRO;Busan 30WB;Ascend;Nu-flow T;Guzafan;Argent 30;Argent;Tolcide 2230;2-(Thiocyanatomethylthio)-1,3-benzothiazole;Fungicide FDE;Acticide WB 300;(2-Benzothiazolylthio)methyl thiocyanate;2-(Thiocyanomethylthio)benzthiazole;120946-97-6;6441-45-8;56532-60-6;56996-45-3;64441-45-8;64441-44-7
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CAS No:
2-(Thiocyanomethylthio)benzothiazole Basic Attributes
23835
238.35
244-445-0
5GE166YVQV
1161
DTXSID6032647
Oil|Vivid orange liquid
29342000
Characteristics
115.52000
3.12
REDDISH VISCOUS LIQUID WITH PUNGENT ODOUR.
1.4 g/cm3
<-10 °C
>120 °C
199.1±29.3 °C
1.743
Solubility in water, g/100ml: 0.0033
0-6°C
9.0X10-6 mm Hg at 25 deg C
LD50 in male, female rats (mg/kg): 752, 679 orally (Rush)
Pungent
Henry's Law constant = 7.1X10-8 atm-cu m/mol at 25 °C (est)
Hydroxyl radical reaction rate constant = 1.0X10-10 cu cm/molecule-sec at 25 °C (est)
Safety Information
22-26-36/38-43-50/53-36/37/38
28-36/37-38-45-60-61-36-26
XK8150900
T+,N,Xn
Separated from food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P320, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501
H302
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.
USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - 2-(Thiocyanomethylthio)-benzothiazole (TCMTB) EPA 739-R-05-003 (August 2006). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of November 4, 2014: http://www.epa.gov/pesticides/reregistration/status.htm]
Combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion if formulations contain flammable/explosive solvents.|Flammable - 2nd degree
|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P320, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|H302+H312 (12%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]|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, and P501|Aggregated GHS information provided by 275 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P201, P202, P210, P260, P261, P264, P270, P271, P272, P280, P281, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P310, P314, P320, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|P201, P202, P210, P260, P261, P264, P270, P271, P272, P273, P280, P281, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P310, P320, P321, P330, P332+P313, P333+P313, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501
Use water spray, powder, foam, carbon dioxide.
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment.
Separated from food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
The substance is corrosive to the eyes. The substance is irritating to the skin.
Repeated or prolonged contact may cause skin sensitization.
NO open flames.
STRICT HYGIENE!
Use ventilation, local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear safety goggles or eye protection in combination with breathing protection.
A previously unknown pollutant in river water was identified to be 2-mercaptobenzothiazole (2-MBT) by interpretation and simulation of its GC/LRMS spectrum. Further GC/HRMS measurement of the isotope composition of the molecular ion verified this structure. 2-MBT is a well-known agent for corrosion inhibition and a stable metabolite of several other benzothiazoles. The present 2-MBT trace was most probably a metabolite of the wood preservative TCMTB which leaked from an upstream sawmill. The metabolite had been detected earlier in urine of the sawmill workers, but now was identified in the recipient water environment for the first time.
SEDIMENT: 2-(Thiocyanomethylthio)benzothiazole was not detected in sediments collected monthly from May to October, 1984 on an 8 km reach of Canagagigue Creek downstream from a water pollution control plant in Elmira, Ontario, Canada, which receives effluent from a chemical plant that manufactures benzothiazole compounds(1).
Toxicity
IDENTIFICATION AND USE: Thiocyanic acid, (2-benzothiazolylthio) methyl ester (TCMTB) is an oil with a pungent odor. It is used as wood preservative, marine biocide, fungicide, and as a preservative in paint. It is also widely employed in leather production. HUMAN EXPOSURE AND TOXICITY: Symptoms consistently elevated in TCMTB mills included dry skin around the eyes, blood-stained mucus from the nose, nose bleed, peeling skin, burning or itching skin, and skin redness or rash. TCMTB has been classified by EPA as group C, possible human carcinogen, based on animal studies. ANIMAL STUDIES: TCMTB was of moderate to low acute oral toxicity in rats and of low dermal toxicity in rabbits. Following subchronic oral exposures to rodents, TCMTB caused increased incidence of mild to severe stomach lesions characterized by inflammation, hyperplasia, necrosis, and ulceration. In a 21-day rat dermal toxicity study, TCMTB produced dose-dependant dermal irritation in all dose groups beginning on treatment days 3-4, which progressed to eschar formation. Rats in the mid and high dose group had ulcers, hemorrhages and chronic dermatitis. Decreased body weight gain, food consumption, and hematological (changes in hemoglobin, hematocrit, and segmented neutrophils) and clinical chemistry changes (blood urea nitrogen, glucose, globulins, and elevated serum aspartate aminotransferase (AST) were also noted. However, the clinical chemistry changes did not correspond to any treatment-related findings in the liver or kidney. In a chronic rat toxicity/carcinogenicity study, no adverse effects were noted at the highest dose tested of 20 mg/kg/day. However, there was a statistically significant increase in the incidence of testicular interstitial cell adenomas in males of mid- and high-dose levels that had a highly significant positive dose-related trend. Treatment was also associated with a possible increased incidence of thyroid C-cell adenomas in females of the mid- and high-dose levels, which had a highly significant positive dose-related trend, but did not attain a statistically significant level in the pairwise comparison with concurrent controls. TCMTB was found to be negative for mutagenicity in the gene mutation assay with bacteria and did not cause an increase in unscheduled DNA synthesis (UDS) in the rat hepatocytes assay. TCMTB was also found to be negative for chromosomal aberrations in the in vivo micronucleus assay in mice. Therefore, TCMTB is not mutagenic or genotoxic. ECOTOXICITY STUDIES: TCMTB was evaluated in three species of juvenile salmonids (Oncorhynchus kisutch, O. tshawytscha and O. mykiss). TCMTB was found to have both a concentration- and time-dependent effect on gill histology with damage apparent at concns as low as 6 ug/L. The relationship between the inhibitory effect on swimming speed and the observed gill damage was examined. These reductions in swimming speed may represent a limitation in gill oxygen transfer capacity resulting from TCMTB-induced alteration of gill structure.
LD50 Rat oral 1,590 mg/kg|LD50 Rat ip 73 mg/kg|LD50 Rat sc 1300 mg/kg|LD50 Mouse oral 445 mg/kg|For more Non-Human Toxicity Values (Complete) data for 2-(Thiocyanomethylthio)benzothiazole (7 total), please visit the HSDB record page.
/AQUATIC SPECIES/ The toxicity of the wood preservative agent 2-(thiocyanomethylthio)benzothiazole (TCMTB) was evaluated in three species of juvenile salmonids (Oncorhynchus kisutch, O. tshawytscha and O. mykiss). Gill tissues were examined for quantitative structural changes after a 96-hr LC50 acute test. TCMTB was found to have both a concentration and time dependent effect on gill histology with damage apparent at concentrations as low as 6 ug/L. The residual effect on swimming performance of a 12 to 48 hr sublethal TCMTB exposure was also examined. Concentration dependent reductions in swimming speed were observed with thresholds of 5 to 10 ug/L. The inhibitory effect on swimming performance was also found to be intensified by an increase in exposure duration. The relationship between the inhibitory effect on swimming speed and the observed gill damage was examined. These reductions in swimming speed may represent a limitation in gill oxygen transfer capacity resulting from TCMTB-induced alteration of gill structure.
2-(Thiocyanomethylthio)benzothiazole's production and use as a biocide in the leather, paper and pulp industries(1) may result in its release to the environment through various waste streams; its use as a wood preservative, marine biocide, fungicide(2) and as a preservative and biocide in antifouling paints(3) will result in its direct release to the environment(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values ranging from 282 to 7,896(2,3) indicate that 2-(thiocyanomethylthio)benzothiazole is expected to have moderate to no mobility in soil(SRC). Volatilization of 2-(thiocyanomethylthio)benzothiazole from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.1X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 9X10-6 mm Hg(3), and water solubility, 40 mg/L(4). 2-(Thiocyanomethylthio)benzothiazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure. A 0% of theoretical BOD using activated sludge in the Japanese MITI test indicates that 2-(thiocyanomethylthio)benzothiazole is not readily biodegradable(5). Using OECD Method 301B (CO2 Evolution Modified Sturm Test), 96% of initial 2-(thiocyanomethylthio)benzothiazole degraded by day 28(3); however, it took >10 days for the degradation to increase from 10 to 60%, thereby classifying the compound as not readily biodegradable under the conditions of the test(3). 2-(Thiocyanomethylthio)benzothiazole is susceptible to aqueous hydrolysis in moist alkaline soil(3). A photolysis half-life of 151.0 hrs on soil was reported using soil irradiated 12 hrs/day(6). A soil aerobic metabolism half-life of 1.4 days was reported(6).|AQUATIC FATE: Based on a classification scheme(1), Koc values ranging from 282 to 7,896(2,3) indicate that 2-(thiocyanomethylthio)benzothiazole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 7.1X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 9X10-6 mm Hg(3), and water solubility, 40 mg/L(5). According to a classification scheme(6), a BCF range of <14 to 268 measured in fish(3,7), suggests the potential for bioconcentration in aquatic organisms ranges from low to high. A 0% of theoretical BOD using activated sludge in the Japanese MITI test indicates that 2-(thiocyanomethylthio)benzothiazole is not readily biodegradable(7). Using OECD Method 301B (CO2 Evolution Modified Sturm Test), 96% of initial 2-(thiocyanomethylthio)benzothiazole degraded by day 28(3); however, it took >10 days for the degradation to increase from 10 to 60%, thereby classifying the compound as not readily biodegradable under the conditions of the test(3). A 95% degradation in 9 to 12 days has been observed using a mixed culture pilot plant designed for treatment of tannery wastes(8). 2-(Thiocyanomethylthio)benzothiazole was stable to hydrolysis in a sterilized buffer aqueous system at pH of 5 and 7; however, hydrolysis half-lives of 1.8 and 2.1 days were observed at pH 9 and 25 deg(9). A hydrolysis half-life of about one month was measured in seawater at 24 °C(5). Direct photolysis half-lives of less than one day are reported for 2-(thiocyanomethylthio)benzothiazole in pure water solutions under full sunlight conditions(5). 2-(Thiocyanomethylthio)benzothiazole undergoes direct photolysis in sunlight to produce 2-mercaptobenzothiazole (MBT) and benzothiazole(5).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-(thiocyanomethylthio)benzothiazole, which has a vapor pressure of 9X10-6 mm Hg at 25 °C(2) will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2-(thiocyanomethylthio)benzothiazole is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4 hrs(SRC), calculated from its rate constant of 1.0X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 2-(thiocyanomethylthio)benzothiazole may be removed from the air by wet and dry deposition(SRC). 2-(Thiocyanomethylthio)benzothiazole has measured direct photolysis half-lives of less than one day in aqueous solution(4), therefore, it is expected to be susceptible to direct photolysis by sunlight in air(SRC).
The rate constant for the vapor-phase reaction of 2-(thiocyanomethylthio)benzothiazole with photochemically-produced hydroxyl radicals has been estimated as 1.0X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The compound was stable to hydrolysis in a sterilized buffer aqueous system at pH of 5 and 7; however, hydrolysis half-lives of 1.8 and 2.1 days (ring and side-chain labeled, respectively) at pH 9 and 25 °C were measured for 2-(thiocyanomethylthio)benzothiazole at a concentration of 10 ug/mL(2). At pH 8 using a dilute borax-phosphate buffer at 24 °C, the hydrolysis half-life was 750 hr, 740 hr in seawater, pH 7.8 to 8.0(3). Hydrolysis half-lives in three natural waters from British Columbia, Canada were 1, 250, 2,700, and 740 hrs for well water, Fraser River water, and seawater, respectively, all at environmental pH(3). An aquatic photolysis half-life of 1.5 hrs was measured using artificial light on samples maintained at 25 °C and pH 5(2). A photolysis half-life of 151.0 hrs on soil was reported using soil irradiated 12 hrs/day and maintained at 75% moisture(4). Using a phosphate buffer, the compound readily underwent direct photolysis in sunlight to produce 2-mercaptobenzothiazole (50% yield) and traces of benzothiazole(3). First-order direct photolysis half-lives in full sunlight and pure water at 40 deg N in spring, summer, fall, and winter were calculated as 009, 0.07. 0.17, and 0.32 days, respectively; at 50 deg N, values were 0.12, 0.08, 0.16, and 0.79 days respectively(3).
208.93|Using carp (Cyprinus carpio) which were exposed over an 8-week period, a BCF range was of <14-20 and <153 to 268 was measured for 2-(thiocyanomethylthio)benzothiazole at concentrations of 2 and 0.2 ug/L, respectively(1). Using bluegill sunfish (Lepomis macrochirus) and a 28-day exposure period, BCF values of 44 and 184 were determined in the fillet and whole fish respectively(2). According to a classification scheme(3), BCF values of <30 are low, 30-100 are moderate and from 100 to 1,000 are high(SRC).
The adsorption of 2-(thiocyanomethylthio)benzothiazole was measured in five different soil types (sand, sandy loam, silt loam, clay and clay loam) with resulting Koc values ranging from 282 to 7896(1). Two soil adsorption studies conducted using OECD guidelines in four soil types determined Koc values of 633, 1,730, 2,060 and 2,270(2). According to a classification scheme(3), these Koc values suggest that 2-(thiocyanomethylthio)benzothiazole is expected to have moderate to no mobility in soil.
The Henry's Law constant for 2-(thiocyanomethylthio)benzothiazole is estimated as 7.1X10-8 atm-cu m/mole(SRC) derived from its vapor pressure, 9X10-6 mm Hg(1), and water solubility, 40 mg/L(2). This Henry's Law constant indicates that 2-(thiocyanomethylthio)benzothiazole is expected to be essentially nonvolatile from water surfaces(3). 2-(Thiocyanomethylthio)benzothiazole's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 2-(Thiocyanomethylthio)benzothiazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure.
SEAWATER: A compilation of the results of a monitoring program of the recently used antifouling pesticides diuron (3-(3,4-dichlorophenyl)-1,1-dimethylurea), Irgarol 1051 (2-methylthio-4-tertiary-butylamino-6-cyclopropylamino-s-triazine), seanine 211 (4,5-dichloro-2-n-octyl-4-isothazolin-3-one), chlorothalonil (2,4,5,6-tetrachloro-\sophthalonitrile), dichlofluanid (N'-dimethyl-N-phenylsulphanamide), TCMTB ((2-thiocyanomethylthio) benzothiazole), and three degradation products demethyldiuron (3-(3,4-dichlorophenyl)-1-methylurea),3,4-dichlorophenylurea and 2-methylthio-4-tert-butylamino-s-triazine (Irgarol degradation product) that was carried out between April 1996 and February 2000 in enclosed seawaters from Catalonia and Almeria (Spanish Mediterranean coast) is reported. Nine points were sampled along the Catalan coast: Barcelona Olympic port, Masnou, Blanes, Sant Carles de la Rapita, Tarragona, Cambrils and Salou marinas as well as the Cambrils and Tarragona fishing harbors and in marinas and ports from Almeria: Aguadulce port, Almeria port, Almerimar fishing harbour and Almerimar marina. The analytical methodologies were based on Solid Phase Extraction followed by liquid chromatography (LC) or gas chromatography (GC) coupled to a mass spectrometry (MS) or -Diode Array Detector. The main pollutants found in the sampled points were diuron and Irgarol 1051 that were detected at concentrations up to 2.19 micrograms L-1 and 0.33 microgram L-1, respectively. On the other hand, seanine 211 was found at the highest concentration (up to 3.7 micrograms L-1) during the summer of 1999. Low concentrations of dichlofluanid and the above mentioned degradation products were detected for the first time in the Spanish coasts. Chlorothalonil, TCMTB were not found at concentrations higher than 1 and 20 ng L-1 respectively which were the limit of determination (LOD) of the method for these compounds. In general the contamination at the different marinas is higher at the end of spring and in summer where the boating activity is also higher. This paper shows for the first time that the contamination by the new antifouling pesticides in Spanish coastline, basically marinas and fishing harbours, is permanent along the whole calendar year. So, preventive actions by the harbour authorities will be needed in the near future in order to monitor and control the levels and effects of the new antifouling biocides in the marine environment.
NIOSH (NOES Survey 1981-1983) has statistically estimated that 27,975 workers (11,764 of these are female) are potentially exposed to 2-(thiocyanomethylthio)benzothiazole in the US(1). Occupational exposure to 2-(thiocyanomethylthio)benzothiazole may occur through inhalation and dermal contact with this compound at workplaces where 2-(thiocyanomethylthio)benzothiazole is produced or used(2). Use data indicate that the general population may be exposed to 2-(thiocyanomethylthio)benzothiazole via dermal contact with consumer products, such as antifouling paint or treated wood, containing 2-(thiocyanomethylthio)benzothiazole(SRC).
... 2-thiocyanomethylthio-benzothiazole) /was/ determined in human urine collected from general populations in seven countries (the U.S., Greece, Vietnam, Korea, Japan, China, and India). ...|A previously unknown pollutant in river water was identified to be 2-mercaptobenzothiazole (2-MBT) by interpretation and simulation of its GC/LRMS spectrum. Further GC/HRMS measurement of the isotope composition of the molecular ion verified this structure. 2-MBT is a well-known agent for corrosion inhibition and a stable metabolite of several other benzothiazoles. The present 2-MBT trace was most probably a metabolite of the wood preservative TCMTB which leaked from an upstream sawmill. The metabolite had been detected earlier in urine of the sawmill workers, but now was identified in the recipient water environment for the first time.
Drug Information
TCMTB has several metabolites, including 2-mercaptobenzothiazole (2-MBT) and 2-benzothiazolesulfonic acid (2-BTSA).|... Three different doses of TCMTB in olive oil were given to male rats by gavage for 3 weeks. Urine was collected daily and the metabolites were analysed as thioethers by derivatization with pentafluorobenzyl-bromide by gas chromatography-mass spectrometry. The parent chemical was not detected in urine samples, but two metabolites of TCMTB were identified. 2-Mercaptobenzothiazole (2-MBT) was the main metabolite, and its excretion varied according to the dose. The second metabolite was 2-(mercaptomethylthio)benzothiazole. The amount of 2-MBT excreted in rat urine was 66 +/- 12% (SD), 51 +/- 20% and 44 +/- 9% for TCMTB doses of 15, 75 and 150 mg/kg, respectively. Two doses, 75 and 150 mg/kg, caused diuresis in rats during the 1 week of dosing. During the 3-week TCMTB treatment, rat liver microsomal CYP enzyme profile was not significantly changed.
0.10 Days
Fresh air, rest.
Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Esters and related compounds/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilation if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Esters and related compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/
/EPIDEMIOLOGY STUDIES/ Recently, many British Columbia sawmills stopped using traditional chlorophenate anti-sapstain fungicides and substituted 2-(thiocyanomethylthio) benzothiazole (TCMTB) and copper-8-quinolinolate (Copper 8). /A/ ... cross-sectional study /was conducted/ ... to ascertain which acute health effects, if any, were associated with the use of the substitute fungicides ... . Workers in five coastal sawmills were asked to complete a self-administered questionnaire about symptoms considered potentially related and unrelated to fungicide exposure, and about injuries commonly reported in sawmills. In addition, ... first-aid records from the mills /were collected/, and ... senior workers /were asked/ to estimate the duration of exposure to fungicides for each job. Symptoms ... consistently elevated in TCMTB mills included dry skin around the eyes, blood-stained mucus from the nose, nose bleed, peeling skin, burning or itching skin, and skin redness or rash. No symptoms were consistently elevated in the Copper 8 mills. Symptoms related to TCMTB exposure were recorded only 12 times in first-aid logs during the study period (versus 335 questionnaire self-reports). This low symptom-recording frequency may be a function of established patterns of first-aid use in which illness symptoms are reported less frequently than injuries.
2-(thiocyanomethylthio)benzothiazole
The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Cough.
Dry skin. Redness. Roughness. Burning sensation.
Redness. Pain. Severe deep burns.
2-(Thiocyanomethylthio)benzothiazole Use and Manufacturing
Production: formaldehyde + sodium thiocyanate + 2-mercaptobenzothiazole (chloromethylation/dehydrochlorination)|162.4 g of chloromethyl thiocyanate was added to a soln of 258.5 g 2-mercaptobenzothiazole and 102.8 g sodium ethoxide in 400 mL absolute ethyl alcohol which was cooled to <40 °C while the reaction took place. The mixture was kept at 35-40 °C overnight and 15 days at room temp and filtered. The filtrate plus methylene chloride extractions from the filter cake gave 118 g of 2-(thiocyanomethyl)-benzothiazole. This was combined with 242.1 g of product recovered from the alcohol phase. The product could not be distilled without decomposition but was identified by a strong infrared band at 4.62 microns..
Broad-spectrum seed protection agent, used for the seed protection of cotton, corn, rice, wheat, sorghum, sugar beet and other crops, can prevent and treat fungal or bacterial diseases spread by soil and seeds. For example, 30% EC 7.5mL/100m2 is used for foliar spray, and sprayed once every 1 to 2 weeks, which can prevent rice blast, bacterial blight, sheath blight and anthracnose and wilt of vegetables and melons. For example, mixing 100kg seed with 30% EC 50mL for seed dressing can prevent rice seedling diseases. Used as agricultural fungicide.
The National Pesticide Information Retrieval System (NPIRS) identifies 3 companies with active labels for products containing the chemical 2-(thiocyanomethylthio)benzothiazole. To view the complete list of companies, product names and percent 2-(thiocyanomethylthio)benzothiazole in formulated products click the following url and enter the CAS Registry number in the Active Ingredient field.|TCMTB (Buckman Laboratories, Inc.): Active ingredient: 2-(thiocyanomethylthio)benzothiazole 80.0%.|Busan 72 (Buckman Laboratories, Inc.): Active ingredient: 2-(thiocyanomethylthio)benzothiazole 60.0%.|Busan 30 (Buckman Laboratories, Inc.): Active ingredient: 2-(thiocyanomethylthio)benzothiazole 30.0%.|For more Formulations/Preparations (Complete) data for 2-(Thiocyanomethylthio)benzothiazole (28 total), please visit the HSDB record page.
Organic booster biocides were recently introduced as alternatives to organotin compounds in antifouling products, after restrictions imposed on the use of tributyltin (TBT) in 1987. Replacement products are generally based on copper metal oxides and organic biocides. This ban has led to an increase in alternative coating products containing the above biocides. The most commonly used biocides in antifouling paints are: Irgarol 1051, diuron, Sea-nine 211, dichlofluanid, chlorothalonil, zinc pyrithione, TCMS (2,3,3,6-tetrachloro-4-methylsulfonyl) pyridine, TCMTB [2-(thiocyanomethylthio) benzothiazole], and zineb. Since 1993, several studies have demonstrated the presence of these biocides in European coastal environment as a result of their increased use. More recently, the presence of these biocides was also revealed in waters from Japan, United States, Singapore, Australia and Bermuda. This paper reviews the currently available data on the occurrence of these biocides in the aquatic environment. Some data dealing with the environmental fate, partitioning, behaviour and risk assessment of antifouling paint booster biocides are also reported in order to discuss the detected levels of contamination.
... HPLC assay of TCMTB /on the surface of lumber/, the calibration curve relating instrument response to soln concn is linear over the range 0.05-300 ug. The extraction efficiency of recovering TCMTB from the wood surface ranges from 75.2-100.9%, but it does not depend on the concn or the time after application. The extraction precision is 102.6% + or - 3.33% relative standard deviation for a single experimental application of 20.20 ug replicated 10 times.|EMSLC Method 637. Determination of MBTS and TCMTB in Industrial and Municipal Wastewaters by Liquid Chromatography. Detection limit = 1.000 ug/L.
Agrochemicals -> Fungicides|Fire Hazards -> Flammable - 2nd degree
Computed Properties
Molecular Weight:238.4
XLogP3:3.1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:237.96931172
Monoisotopic Mass:237.96931172
Topological Polar Surface Area:116
Heavy Atom Count:14
Complexity:238
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-(Thiocyanomethylthio)benzothiazole
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