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Benzothiazol-2-thiol
MBT · 2-MBT · MERCAPTOBENZOTHIAZOLE · Benzo[d]thiazole-2(3H)-thione · 2-BENZOTHIAZOLETHIOL · Mercaptobenzothiazol · 2-Benzothiazolethiol (MBT) · MBN
Identifikatoren & physikalische Daten
| CAS No. | 149-30-4 |
|---|---|
| Summenformel | C7H5NS2 |
| Durchschnittliche Molmasse | 167,3 g/mol |
| Monoisotopische Masse | 166,98634116 g/mol |
| SMILES | S=c1[nH]c2ccccc2s1 |
| InChIKey | YXIWHUQXZSMYRE-UHFFFAOYSA-N |
| PubChem CID | 697993 |
| ChEMBL | CHEMBL111654 |
| ChEBI | CHEBI:34292 |
| EC No. | 205-736-8 |
| DTXSID | DTXSID1020807 |
| Lokaler Name | Benzothiazol-2-thiol |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 69,4 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 158 |
| Polymers | Plastics & Rubber -> Rubber Additives |
| SpringerMaterials Properties | Crystal structure |
| Pestizide | Agrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approvedPesticides -> Biocides -> Transformation products |
| LogP (Verteilungskoeffizient) | log Kow = 2.412.42 |
| Geruch | Disagreeable odorDistinctive odor (depends on degree of purification) |
| Geschmack | Bitter taste |
| Dichte | 1.42 at 68 °F (NTP, 1992) - Denser than waterwill sink1.42 g/cu cm at 20 °C1.42 g/cm³1.42 @ 20°C |
| Color/Form | Pale, yellow monoclinic needles or leafletsYellowish powderPale yellow monoclinic needles from alcohol or methanolCream to light yellow solid |
| Löslichkeit | less than 1 mg/mL at 66 °F (NTP, 1992)In water at 25 °C, 51 mg/L (pH 5), 118 mg/L (pH 7), 900 mg/L (pH 9)In pure water, 120 mg/L at 24 °Cin buffered creek water at 24 °C, 190 mg/L (pH 6.5), 230 mg/l (pH 7.5), 260 mg/L (pH 8.5)Solubility at 25 °C (g/100 mL) in alcohol: 2.0ether 1.0acetone 10.0benzene 1.0carbon tetrachloride <0.2naphtha <0.5. Moderately soluble in glacial acetic acid. Soluble in alkalies and alkali carbonate solutionsSoluble in dilute caustic soda, alcohol, acetone, benzene, chloroforminsoluble in water and gasoline.For more Solubility (Complete) data for 2-MERCAPTOBENZOTHIAZOLE (6 total), please visit the HSDB record page.0.12g/l<0.1 g/100 mL at 19 ºC |
| Flammpunkt | 392 °F (NTP, 1992)243 °C |
| Animal Drugs | Active Ingredients (2-Mercaptobenzothiazole) -> FDA Greenbook |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Schmelzpunkt | 177-181 °C(lit.) |
| Siedepunkt | 223°C (rough estimate) |
| Dampfdruck | <0.000003 hPa (25 °C) |
| Brechungsindex | 1.6100 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Powder |
| pKa (Säurekonstante) | 9.80±0.20(Predicted) |
| Farbe | Yellow |
| pH | 7 (0.12g/l, H2O, 25℃) |
| Geruch | Odorless |
| Explosionsgrenze | 15%(V) |
| Merck | 14,5868 |
| BRN | 119484 |
| Henry-Konstante | 2.7×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stabilität | Stable. Incompatible with strong oxidizing agents. Flammable. |
| InChI | 1S/C7H5NS2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9) |
| InChIKey | YXIWHUQXZSMYRE-UHFFFAOYSA-N |
| SMILES | Sc1nc2ccccc2s1 |
| LogP (Verteilungskoeffizient) | 2.86 |
| CAS Datenbank | 149-30-4(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Mercaptobenzothiazole(149-30-4) |
| EPA chemische Informationen | 2-Mercaptobenzothiazole (149-30-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH317: May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| Regulatorische Informationen | Chemical: 2(3H)-BenzothiazolethioneHazard Traits - Carcinogenicity2(3H)-Benzothiazolethione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2(3H)-Benzothiazolethione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)2007/442Status: Active Update: 31-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/134322-Mercaptobenzothiazole: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Mercaptobenzothiazole and its salts: Human health tier II assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | This chemical is combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound may include allergic contact dermatitis. Skin contact may also lead to sensitization. Eye contact can cause irritation. |
| Gefahrenübersicht | A rubber accelerator, MBT is the most common cause of shoe allergy and second to the thiurams as the cause of glove contact dermatitis. [Marks, p. 100-2] An eye irritantMay cause skin sensitization[ICSC] Mice show severe liver damage after high-dose feeding for 1 week[AIHA] See Carcinogenicity of some industrial chemicals, Volume 115. [IARC, News Release, 23 February 2016] |
| FDA-Anforderungen | 2-Mercaptobenzothiazole is an indirect food additive for use only as a component of adhesives.2-Mercaptobenzothiazole solution. Opthalmic and topical dosage form new animal drugs. ... Indications for use. For dogs as an aid in the treatment of hot spots (moist dermatitis) and as first aid for scrapes and abrasions. |
| Reaktive Gruppe | Amines, Phosphines, and Pyridines |
| EG-Einstufung | Symbol: Xi, NR: 43-50/53S: (2)-24-37-60-61 |
| UN-Einstufung | UN Hazard Class: 9UN Pack Group: III |
| Special Reports | DHHS/NTPToxicology & Carcinogenesis Studies of 2-Mercaptobenzothiazole in F344/N Rats and B6C3F1 Mice Technical Report Series No. 332 (1988) NIH Publication No. 88-2588. |
| TSCA-Anforderungen | Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Mercaptobenzothiazole is included on this list. Effective date: 12/28/84Sunset date: 12/28/94.All persons who manufacture (including import or manufacture as a byproduct) or process or intend to manufacture or process one or more of the substances in paragraph c of this section, other than as an impurity, after July 29, 1988, to the end of the reimbursement period shall submit letters of intent to conduct testing, submit study plans, conduct tests, and submit data, or submit exemption applications for those substances they manufacture or process, or intend to manufacture or process, as specified in this section, subpart A of this part, and parts 790 and 792 of this chapter for single-phase rulemaking. Mercaptobenzothiazole is included on this list. Required testing: chemical fate, environmental effects, and health effects. |
| Brandbekämpfung | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be use. (NTP, 1992)Use water spray, dry powder, foam, carbon dioxide. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest.Wear protective gloves when administering first aid. Remove contaminated clothes. 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.Rinse mouth. |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Sichere Lagerung | Store only in original container. Separated from acids and oxidizing materials. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. |
| Expositionsschutz und Persönliche Schutzausrüstung | 4.0 [mg/m3] (inhalable fraction), 1.5 mg/m3 (respirable fraction)[German Research Foundation (DFG)] |
| Brandbekämpfungsverfahren | Suitable extinguishing media: Use water spray, alchohol-resistant foam, dry chemical or carbon dioxide.Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary. |
| Lagerbedingungen | Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. |
| Reinigungsverfahren | Personal precautions, protective equipment and emergency procedure: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Avoid breathing dust.Enviromental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Entsorgungsverfahren | SRP: 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 qualitypotential migration in air, soil or watereffects on animal, aquatic and plant lifeand conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. |
| Verschüttetes entsorgen | Personal protection: face shield and particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. |
| Preventive Measures | Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventative fire protection.SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place. |
| Körperbelastung | 2-Mercaptobenzothiazole was detected in human tissue samples examined between 1977 and 1985 in Japanlevels and percentage of positive samples not reported(1). |
| Wechselwirkungen | Adjuvants are formulation factors that are used to enhance pharmacologic or toxic effect of active ingredient. ... Examples of adjuvants used in toxicologic formulations incl ... use of mercaptobenzothiazole to enhance fungicidal activity of dithiocarbamates |
| Ökotoxizitätswerte | LC50Species: Ceriodaphnia dubia (Water Flea) age <24 hr neonateConditions: freshwater, renewal, 24.1-25.0 °C, pH 7.35-8.35, hardness 85-100 mg/L CaCO3, alkalinity 70-85 mg/L CaCO3Concentration: 1250 ug/L for 7 days (95% confidence interval: 1140-1360 ug/L) /98% purity/Conditions: freshwater, static, 24.1-25.0 °C, pH 7.35-8.35, hardness 85-100 mg/L CaCO3, alkalinity 70-85 mg/L CaCO3Concentration: 4190 ug/L for 48 hr (95% confidence interval: 3520-5090 ug/L) /98% purity/Species: Lepomis macrochirus (Bluegill)Conditions: freshwater, staticConcentration: 2300 ug/L for 24 hr /formulation/Concentration: 2000 ug/L for 48 hr /formulation/For more Ecotoxicity Values (Complete) data for 2-MERCAPTOBENZOTHIAZOLE (10 total), please visit the HSDB record page. |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), a Koc range of 326-3560 measured in a variety of soils(2) indicates that 2-mercaptobenzothiazole is expected to have moderate to slight mobility in soil(SRC). The pKa of 2-mercaptobenzothiazole is 7.03(2), indicating that this compound will exist partially in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3). Volatilization of 2-mercaptobenzothiazole from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.1X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 2.25X10-8 mm Hg(2), and water solubility, 120 mg/L(4). 2-Mercaptobenzothiazole is not expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC). A 2.5% of theoretical BOD using activated sludge in the Japanese MITI test suggests that 2-mercaptobenzothiazole is not readily biodegradable(5). Results of other biodegradation screening tests also indicate that 2-mercaptobenzothiazole is resistant to environmental biodegradation(2). High concentrations of 2-mercaptobenzothiazole (>50 ppm) may be toxic to the microorganisms and inhibit biodegradation(6)2-mercaptobenzothiazole can be susceptible to biodegradation at low concentrations with acclimation(6). The half-life of 2-mercaptobenzothiazole in three standard soils ranged from 92 to 248 days(7). 2-Mercaptobenzothiazole absorbs at wavelengths >290 nm(8) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). Aqueous photolysis studies have observed direct photolysis half-lives of less than one day(2,4)therefore, photodegradation is expected to occur on soil surfaces exposed to sunlight(SRC).AQUATIC FATE: Based on a classification scheme(1), a Koc range of 326-3560 measured in a variety of soils(2) indicates that 2-mercaptobenzothiazole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a an estimated Henry's Law constant of 4.1X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 2.25X10-8 mm Hg(2), and water solubility, 120 mg/L(4). A pKa of 7.03(2) indicates 2-mercaptobenzothiazole will exist partially in the anion form at pH values of 5 to 9(SRC). In the environmental pH range, 2-mercaptobenzothiazole can exist in the ionized thiolate form as well as the two unionized thiol and thione tautomers(5). The thione form is believed to be responsible for its ligand formation with several metals, and this could affect its behavior in aquatic systems(5). According to a classification scheme(6), a measured BCF of less than 8 in carp (Cyprinus carpio)(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A 2.5% of theoretical BOD using activated sludge in the Japanese MITI test suggests that 2-mercaptobenzothiazole is not readily biodegradable(7). Results of other biodegradation screening tests also indicate that 2-mercaptobenzothiazole is resistant to environmental biodegradation(2). High concentrations of 2-mercaptobenzothiazole (>50 ppm) may be toxic to the microorganisms and inhibit biodegradation(8)2-mercaptobenzothiazole can be susceptible to biodegradation at low concentrations with acclimation(8). Aqueous photolysis tests indicate that 2-mercaptobenzothiazole is susceptible to direct photolysis with half-lives of <1 day to <1 hour (at the water surface) under full sunlight exposures at 30-40 N latitude(2,5). Test results indicate that hydrolysis is not an important fate process(2).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-mercaptobenzothiazole, which has a vapor pressure of 2.25X10-8 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2-mercaptobenzothiazole 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 9.5 hours(SRC), calculated from its rate constant of 4.1X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 2-mercaptobenzothiazole may be removed from the air by wet and dry deposition(SRC). 2-Mercaptobenzothiazole absorbs at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). Aqueous photolysis studies have observed direct photolysis half-lives of less than one day(2,5). |
| Unerwünschte Wirkungen | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its aerosol and by ingestion. |
| Toxizitätsübersicht | IDENTIFICATION AND USE: Mercaptobenzothiazole (MBT) is yellowish powder. It is not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses. Antioxidant and stabilizer added to polyether polymers to improve air aging and ozone resistance. MBT and its derivatives have been used to protect copper and copper alloys against corrosion. MBT is used as an indicator reagent for the photometric determination of Au, Cd, Cu, Pb, and Pd. It is also used as veterinary medication. HUMAN EXPOSURE AND TOXICITY: it can produce contact allergy in products such rubber condoms and rubber earplugs. A case of occupational allergic contact dermatitis and anaphylactic shock caused by rubber latex was described. Occupational exposure to MBT may result in hand dermatitis in hospital nurses and other medical personnel. Epidemiological investigations indicate that workers occupationally exposed to MBT have an increased risk of death from bladder cancer. ANIMAL STUDIES: Acute exposure in mice caused convulsions. No teratogenic effects were observed in fetuses of rats after 200 mg/kg of MBT ip on days 1-15 of gestation. Under the conditions of NTP 2 yr gavage studies, there was some evidence of carcinogenic activity of MTB for male rats, indicated by increased incidences of mononuclear cell leukemia, pancreatic acinar cell adenomas, adrenal gland pheochromocytomas, and preputial gland adenomas or carcinomas (combined). There was some evidence of carcinogenic activity for female rats, indicated by increased incidences of adrenal gland pheochromocytomas and pituitary gland adenomas. There was no evidence of carcinogenic activity of MBT for male mice dosed with 375 or 750 mg/kg. There was equivocal evidence of carcinogenic activity for female mice, indicated by increased incidences of hepatocellular adenomas or carcinomas (combined). MBT was not mutagenic in Salmonella typhimurium strains TA98, TA100, TA1535, or TA1537 with or without metabolic activation. In the presence of rat liver S9, MBT increased the frequency of chromosomal aberrations and sister chromatid exchanges in Chinese hamster ovary cells, as well as mutations at the TK locus of mouse L5178Y lymphoma cells. ECOTOXICITY STUDIES: MBT is almost nontoxic to birds on an acute oral basis and is only slightly toxic to birds on a dietary basis. MBT is highly toxic to freshwater fish and moderately toxic to aquatic invertebrates. |
| Ökotoxizitätsauszüge | /BIRDS and MAMMALS/ 2-Mercaptobenzothiazole is almost nontoxic to birds on an acute oral basis and is only slightly toxic to birds on a dietary basis./AQUATIC SPECIES/ Rainbow trout, /exposure/ 89 days (69 days post-hatch) /at dose/ 0, 24, 48, 95, 190, 380 ug/L (nominal). /Results:/ Embryo viability in all concentrations ranged from 91 to 97%. Survival at the completion of the hatching period (day 31) in all concentrations ranged from 86% (380 ug/L) to 89% (24 ug/L). At termination, survival at all concentrations ranged from 90-95%. Larval length was the most sensitive indicator of toxicity, mean total length of larvae exposed to levels greater than 78 ug/L ranged from 51.3 - 52.0 mm and was significantly less than controls. The mean weight at the 380 ug/L level was 1.1582 g which was significantly reduced as compared to controls. The Maximum Acceptable Toxicant Concentration (MATC) was estimated to be greater than 41 ug/L and less than 78 ug/L./AQUATIC SPECIES/ Daphnia magna, /exposure/ flow-through, 21 days /at dose/ 0, 31, 63, 130, 250, 500 ug/L (nominal). /Results:/ On day 21, survival at 500 ug/L was 58% which was significantly less than controls. Survival at the remaining concentrations ranged from 93 to 98%. The 21-day EC50 was estimated to be greater than 470 ug/L. The cumulative number of offspring at concentrations less than 250 ug/L ranged from 89 to 138. The Maximum Acceptable Toxicant Concentration was estimated to be greater than 240 mg/L and less than 470 ug/L./AQUATIC SPECIES/ /2-Mercaptobenzothiazole/ is highly toxic to freshwater fish and moderately toxic to aquatic invertebrates...For more Ecotoxicity Excerpts (Complete) data for 2-MERCAPTOBENZOTHIAZOLE (7 total), please visit the HSDB record page. |
| Signs and Symptoms | Redness. |
| Acute Toxicity Link | Chemical: BENZOTHIAZOLE 2-MERCAPTO |
| Ongoing Test Status | EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assaysClick on the "Chemical Explorer" button on the tool bar to see the data./[USEPAICSS Dashboard ApplicationAvailable from, as of December 8, 2014: http://actor.epa.gov/dashboard/]The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=149-30-4] |
| Effluent Concentrations | 2-Mercaptobenzothiazole was detected in effluent from an industrial dump at a concentration of about 0.03 mg/L(1). 2-Mercaptobenzothiazole was detected in wastewater from a tire plant(2). The effluent from a sewage treatment plant discharging into the River Lee in England contained trace amounts of 2-mercaptobenzothiazole(3). In a comprehensive survey of wastewater from 4000 industrial and publicly owned treatment works (POTWs) sponsored by the Effluent Guidelines Division of the U.S. EPA, 2-mercaptobenzothiazole was identified in one discharge each of the rubber processing and pesticides manufacturing industries at a concentration of 1.27 and 0.86 ppm, respectively(4). The concentration of 2-mercaptobenzothiazole in the effluent from a Kraft paper mill was 0.025 ppm(5). Mercaptobenzothiazole has been found at a concentration of 30 ug/L in the wastewater from a tire manufacturing plant(6). 2-Mercaptobenzothiazole has been detected in tannery wastewater(7). [ |
| FIFRA-Anforderungen | As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. 2-Mercaptobenzothiazole is found on List B. Case No: 2380Pesticide type: fungicide, antimicrobialCase Status: RED Approved 09/94OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.Active ingredient (AI): 2-mercaptobenzothiazoleAI Status: The active ingredient is no longer contained in any registered products. Thus, we characterize it as "cancelled." |
| F | 9-13-23 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3077 9/PG 3 |
| Zollcode | 29342020 |
| RTECS-Nr. | DL6475000 |
| R-Sätze (R) | 43-50/53 |
| Toxizität | LD50 orally in Rabbit: 1680 mg/kg LD50 dermal Rabbit > 7940 mg/kg |
| Gefahrensymbole | Xi,N |
| Sicherheitshinweise (S) | 24-37-60-61 |
| Gefahrenklasse | 9Aquatic Acute 1Aquatic Chronic 1Skin Sens. 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 149-30-4(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 465 °C |
Anwendungen & Verwendung
Beschreibung
Mercaptobenzothiazole is a rubber chemical, an accelerant of vulcanization. It is contained in the "mercapto mix". The most frequent occupational categories are metal industry, homemakers, health services and laboratories, building industries, and shoemakers. It is also used as a corrosion inhibitor in cutting fluids or in releasing fluids used in the pottery industry.
Verwenden
2-Mercaptobenzothiazole (MBT) is an industrial chemical that is used principally in the manufacture of rubber.Vulcanization accelerator for type of rubber usually used in the production of household rubber gloves rather than medical rubber gloves; corrosion inhibitor in metal-working fluids, detergents, antifreeze, and photographic emulsions. In addition, 2-MBT is formed as a reaction product from some vulcanisation accelerators in elastomer production.
Herstellung & Synthese
synthetische
2-Mercaptobenzothiazole is produced by reacting aniline, carbon disulfide, and sulfur at high temperature and pressure; the product is then purified by dissolution in a base to remove the dissolved organics. Re-precipitation is achieved by the addition of acid (Kirk-Othmer, 1982; NTP, 1988).Refined 2-mercaptobenzothiazole was produced by recrystallization from 2-mercaptobenzothiazole with industrial grade and oxidized to 2,2'-dithiobis(benzothiazole), using oxygen as an oxidant, nitric oxide as a oxygen carrier and alcohols as solvents, in a circulating fluidized reactor under one-step oxidation. 2,2'-Dithiobis(benzothiazole) was thus obtained with high purity up to 99 %, melting point at 183 oC, high yield over 98 %, through the optimization of reaction parameters as reaction time, temperature, reactants ratio, with less waste generation and emission during the production process. Alcohol solvents can be reused after purification.http://dx.doi.org/10.14233/ajchem.2013.14030