2-Mercaptobenzothiazole CAS 149-30-4
Introduction：Basic information about 2-Mercaptobenzothiazole CAS 149-30-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Mercaptobenzothiazole Basic information
| Product Name: | 2-Mercaptobenzothiazole |
| Synonyms: | 2-Benzothiazolethiol (MBT);Sulfur Accelerator M;2-mercaptobenzothialole;2-Mercaptobenzothiazole (2-MBT);2-mercaptobenzothiazole(mbt);2-Mercaptobenzthiazole;2-Mercptobenzothiazole;2-Merkaptobenzotiazol |
| CAS: | 149-30-4 |
| MF: | C7H5NS2 |
| MW: | 167.25 |
| EINECS: | 205-736-8 |
| Product Categories: | Copper corrosion inhibitor;Sulphur Derivatives;Organics;Rubber Chemicals;Industrial/Fine Chemicals;BENZOTHIAZOLE;Sulfur compounds;rubber accelerator;C3 to C7;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Thiazoles;UltraPure MALDI Matrices;149-30-4 |
| Mol File: | 149-30-4.mol |
2-Mercaptobenzothiazole Chemical Properties
| Melting point | 177-181 °C(lit.) |
| Boiling point | 223°C (rough estimate) |
| bulk density | 390kg/m3 |
| density | 1.42 |
| vapor pressure | <0.000003 hPa (25 °C) |
| refractive index | 1.6100 (estimate) |
| Fp | 243 °C |
| storage temp. | Store below +30°C. |
| solubility | 0.12g/l |
| form | Powder |
| pka | 9.80±0.20(Predicted) |
| color | Yellow |
| PH | 7 (0.12g/l, H2O, 25℃) |
| Odor | Odorless |
| explosive limit | 15%(V) |
| Water Solubility | <0.1 g/100 mL at 19 ºC |
| Sensitive | Air Sensitive |
| λmax | 325nm(MeOH)(lit.) |
| Merck | 14,5868 |
| BRN | 119484 |
| Stability: | 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 | 2.86 |
| CAS DataBase Reference | 149-30-4(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Mercaptobenzothiazole(149-30-4) |
| IARC | 2A (Vol. 115) 2018 |
| EPA Substance Registry System | 2-Mercaptobenzothiazole (149-30-4) |
Safety Information
| Hazard Codes | Xi,N |
| Risk Statements | 43-50/53 |
| Safety Statements | 24-37-60-61 |
| RIDADR | UN 3077 9/PG 3 |
| WGK Germany | 2 |
| RTECS | DL6475000 |
| F | 9-13-23 |
| Autoignition Temperature | 465 °C |
| TSCA | TSCA listed |
| HazardClass | 9 |
| PackingGroup | III |
| HS Code | 29342020 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Acute 1 Aquatic Chronic 1 Skin Sens. 1 |
| Hazardous Substances Data | 149-30-4(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 1680 mg/kg LD50 dermal Rabbit > 7940 mg/kg |
| Description | Mercaptobenzothiazole is a rubber chemical, anaccelerant of vulcanization. It is contained in the"mercapto mix". The most frequent occupationalcategories are metal industry, homemakers, healthservices and laboratories, building industries, andshoemakers. It is also used as a corrosion inhibitorin cutting fluids or in releasing fluids used in thepottery industry. |
| Chemical Properties | pale yellow monoclinic needle-like or flaky crystals with a disagreeable odor. Insoluble in water and gasoline, soluble in ethanol, ethyl ether, acetone, ethyl acetate, benzene, chloroform and dilute alkali solution. |
| Uses | 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. |
| Application | 2-mercaptobenzothiazole is an accelerator, retarder, and peptizer for natural and other rubber products, but is also used as a corrosion inhibitor in soluble cutting oils and antifreeze mixtures; in greases, adhesives, photographic-film emulsions; detergents; veterinary products, such as tick and flea powders and sprays.It is added to polyether polymers as a stabilizer to resist damage by air and ozone, and is a component approved in the USA in some skin medications for dogs (HSDB, 2015). 2-Mercaptobenzothiazole is also used as an intermediate in the production of pesticides such as 2-(thiocyanomethylthio)benzothiazole (Azam & Suresh, 2012), and sodium and zinc salts of 2-mercaptobenzothiazole are approved for use as pesticides by the EPA (1994). |
| Preparation | 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 |
| Definition | ChEBI: 2-Mercaptobenzothiazole is a 1,3-Benzothiazole substituted at the 2-position with a sulfanyl group. It is used as a vulcanisation accelerator in the crosslinking of rubber. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 26, p. 3436, 1961 DOI: 10.1021/jo01067a101 |
| General Description | Pale yellow to tan crystalline powder with a disagreeable odor. |
| Air & Water Reactions | Insoluble in water. |
| Reactivity Profile | 2-Mercaptobenzothiazole is incompatible with strong oxidizing agents. Also incompatible with acids and acid fumes. |
| Health Hazard | Thiazoles cause allergic skin reactions of type IV [delayed-type hypersensitivity (DTH)]. 2-mercaptobenzothiazole is a Standardized Chemical Allergen. The physiologic effect of 2-mercaptobenzothiazole is by means of Increased Histamine Release, and Cell-mediated Immunity. |
| Fire Hazard | 2-Mercaptobenzothiazole is combustible. |
| Safety Profile | Suspected carcinogen withexperimental carcinogenic and tumorigenic data. Poisonby ingestion and intraperitoneal routes. Experimentalteratogenic and reproductive effects. Mutation datareported. Incompatible with oxidizers. When heated todecomposition |
| Toxicology | 2-Mercaptobenzothiazole has a sensitizing effect, and with chronic exposure (e.g., through the use of rubber gloves) it may induce skin reactions. 2-Mercapto-1-methylimidazole displays teratogenic effects in humans, and it is suspected of being a carcinogen. 6-Mercaptopurine derivatives influence cell division, and have been employed as cytostatic agents. They have been found to be teratogenic in animal studies. Methylthio-substituted triazines, which are used as herbicides, are only slightly toxic. The corresponding LD50 or LC50 values derived from animal studies are above the level of 1000 mg/ kg. Similar values have been established for a methylthiotriazinone that is the active ingredient in the herbicide Sencor. |
| Carcinogenicity | MBT was not mutagenic in Ames bacterialassays, but it induced chromosomal damagein mammalian cells in culture.Reproductive effects were not observed intwo-generation studies of rats treated with upto 15,000 ppm MBT in the diet. |
| Purification Methods | Crystallise it repeatedly from 95% EtOH, or purify it by incomplete precipitation by dilute H2SO4 from a basic solution, followed by several crystallisations from acetone/H2O or *benzene. It complexes with Ag, Au, Bi, Cd, Hg, Ir, Pt, and Tl. [Beilstein 27 II 233, 27 III/IV 2709.] |
| Toxics Screening Level | The initial risk screening level (IRSL) for 2-mercaptobenzothiazole (CAS # 149-30-4) is 0.54 μg/m3 annual averaging time and the secondary risk screening level (SRSL) is 5.4 μg/m3 annual averaging time. |
2-Mercaptobenzothiazole Preparation Products And Raw materials
| Raw materials | Sodium hydroxide-->Sulfuric acid-->Chlorine-->Sulfur-->Aniline-->Carbon disulfide-->Sulphur-->2-Nitrochlorobenzene-->Sodium hydrosulfide-->SODIUM TETRASULFIDE-->2-Aminobenzenethiol-->THIAZOLIDINE-->Fatty amine-->1,3-Diphenyl-2-thiourea-->Sodium mercaptobenzothiazole |
| Preparation Products | Inhibitor-->2,2'-Dithiobis(benzothiazole)-->Benzothiazole-->corrosion inhibitor PBTCA-type-->N,N-Dicyclohexyl-2-benzothiazolsulfene amide-->N-Cyclohexyl-2-benzothiazolesulfenamide-->2-(Morpholinothio)benzothiazole-->N-tert-Butyl-2-benzothiazolesulfenamide-->2-Chlorobenzothiazole-->N-methylbenzothiazol-2-amine-->scale inhibitor and sipersant TS-104-->scale agent QⅠ-105-->Accelerator DBM-->2-((Difluoromethyl)sulfonyl)benzo[d]thiazole, 98%-->2-Amino-6-nitrobenzothiazole-->2-Methylmercaptobenzothiazole |
