2-Mercaptobenzothiazole is an organosulfur compound with the formula C6H4(NH)SC=S.
2-Mercaptobenzothiazole is a beige or light yellow powder with a faint odor.
2-Mercaptobenzothiazole is substituted at the 2-position with a sulfanyl group.
CAS Number: 149-30-4
EC Number: 205-736-8
Molecular Weight: 167.25
Molecular Formula: C7H5NS2
Synonyms: 1,3-Benzothiazole-2(3H)-thione, Mercapto-2-benzothiazole; 2-MBT, 2-Mercaptobenzothiazole, 149-30-4, 2-Benzothiazolethiol, Benzo[d]thiazole-2(3H)-thione, Captax, Benzo[d]thiazole-2-thiol, Benzothiazolethiol, MERCAPTOBENZOTHIAZOLE, 1,3-Benzothiazole-2-thiol, 2(3H)-Benzothiazolethione, Benzothiazole-2-thiol, 118090-09-8, Dermacid, 2-MBT, Sulfadene, Kaptax, Mertax, Thiotax, Rokon, Rotax, Accelerator M, Vulkacit M, Ekagom G, Accel M, Mebetizole, Mebithizol, Kaptaks, Nuodeb 84, Soxinol M, Vulkacit Mercapto, Pneumax MBT, 2-Mercaptobenzthiazole, Royal MBT, Mercaptobenzothiazol, Mercaptobenzthiazole, Vulkacit Mercapto/C, 2-Mercptobenzothiazole, Pennac mbt powder, Benzothiazole-2-thione, 2-Benzothiazolinethione, mebetizol, MBT, Nuodex 84, Usaf gy-3, Nocceler M, Usaf xr-29, Benzothiazole, mercapto-, 1,3-Benzothiazol-2-yl hydrosulfide, 2-Benzothiazolyl mercaptan, 2-Merkaptobenzotiazol, 2-Merkaptobenzthiazol, AG 63, benzothiazolyl mercaptan, Perkacit MBT, 2-thiobenzothiazole, 3H-1,3-benzothiazole-2-thione, 2-Benzothiazolethiol(9CI), Mercaptobenzothiazole (VAN), C7H5NS2, Caswell No. 541, 2-sulfanyl-1,3-benzothiazole, pennac mbt, CHEBI:34292, Thiot ax, NCI-C56519, Accelerator mercapto, CCRIS 891, DTXSID1020807, 2-Sulfanylbenzothiazole, HSDB 4025, 2-Mercaptobenzothioazole, 2-mercapto-benzothiazole, captax, zinc salt, NSC 2041, EINECS 205-736-8, captax, sodium salt, MFCD00005781, EPA Pesticide Chemical Code 051701, UNII-5RLR54Z22K, AI3-00985, 5RLR54Z22K, NSC2041, 1,3-benzothiazole-2(3H)-thione, NSC-2041, NCGC00091643-07, NCGC00091643-08, EC 205-736-8, DTXCID90807, 2(3H)-Benzothiazolethione, potassium salt, CAS-149-30-4, captax, potassium salt, 2-Mercapto benzothiazole, captax, lead(+2) salt, captax, cobalt(+2) salt, captax, copper(+2) salt, captax, silver(+1) salt, captax, bismuth(+3) salt, captax, mercury (+2) salt, Drmacid, Sanceler M, Wobezit M, Nonflex NB, Oricel M, Captax MBT, Nocceler M-P, Sanceler M-G, 2-Benzotiazoletiol, MBT, captax, 2-benzothiazolthiol, benzothiazol-2-thiol, 2-mercaptobenzotiazol, mercapto-benzothiazole, 2-Benzothiazolethione, 2-Benzotiazolinetiona, Vulkacit Mercapto/MG, 2-mercaptobenzothiazol, Aero Promoter 412, 2-mercapto-benzthiazole, Spectrum_001669, SpecPlus_000728, Vulkacit Mercapto MG/C, Aero 407, Vulkafil ZN 94TT01, 155-04-4, 57948-09-1, Spectrum2_001666, Spectrum3_001665, Spectrum4_000628, Spectrum5_001400, 2(3H-Benzothiazolethione, 1,3-benzotiazol-2-tiol, Mercaptobenzothiazole, 2-, 2 (3H)-Benzotiazoltiona, 2(3H)-Benzothiazoletione, 2-mercaptano Benzotiazolil, 1,3-benzotiazol-2-tiona, benzo[d]thiazole-2-thione, 13-Benzothiazole-2-thiol, 2-mercapto-1H-benzotiazol, Epitope ID:116044, Benzothiazole, 2-mercapto-, 1 3-Benzothiazole-2-thiol, 2-Benzothiazolethiol (8CI), 2-Mercapto-1H-benzothiazole, SCHEMBL23237, 1 3-Benzothiazole-2-thione, 1,3-Benzothiazole-2-thione, BSPBio_003449, KBioGR_001216, KBioSS_002149, BIDD:ER0373, DivK1c_006824, SPECTRUM1504225, 2-MercaptobenzothiazoleDermacid, SPBio_001851, 2-Mercaptobenzothiazole, 97%, 2-Sulphanyl-1,3-benzothiazole, CHEMBL111654, RU 3, 155-04-4 (zinc salt), MBT (vulcanization accelerator), WLN: T56 BN DSJ CSH, 2,3-Dihidrobenzotiazol-2-tiona, Vulkacit M, vulkacit merkapto/c, Benz-1 3-thiazolidine-2-thione, KBio1_001768, KBio2_002149, KBio2_004717, KBio2_007285, KBio3_002669, 2-Mercaptobenzothiazole (2-MBT), 7778-70-3 (potassium salt), C7-H5-N-S2, LS-61, 2 3-Dihydrobenzothiazole-2-thione, 2-Benzothiazolinethione (6CI7CI), AMY23224, MERCAPTOBENZOTHIAZOLE [HSDB], 2-Benzothiazolinethione (6CI 7CI), Tox21_113450, Tox21_400016, 1,3-Benzothiazol-2-yl hydrosulphide, 2-MERCAPTOBENZOTHIAZOLE [MI], BDBM50444459, c1019, CCG-39092, DT 402, STK499589, MERCAPTOBENZOTHIAZOLE [WHO-DD], 2-MERCAPTOBENZOTHIAZOLE [IARC], AKOS000119128, AKOS002337495, 1,3-Benzothiazol-2-yl hydrosulfide #, CS-W017829, DB11496, FS-1801, HY-W017113, 4162-43-0 (copper(+2) salt), NCGC00091643-01, NCGC00091643-02, NCGC00091643-04, NCGC00091643-05, NCGC00091643-06, NCGC00091643-09, NCGC00091643-10, NCGC00091643-12, AC-11606, 2-MERCAPTOBENZOTHIAZOLE [GREEN BOOK], FT-0612758, FT-0699702, M0055, M0247, EN300-21479, D70518, F71266, 2-Mercaptobenzothiazole, technical, >=90% (T), AB00053232-04, A808877, A927195, AE-641/31369054, Mercaptobenzothiazole, 2-, (2-Benzothiazolethiol), Mercaptobenzothiazole, 2-, (2-Benzothiazolthiol), Q904160, Q-200294, BRD-K55160477-001-02-1, BRD-K55160477-001-03-9, F3066-0005, Z104499140, 27157-85-3, XO9, 2-Benzothiazolethiol, MBT, 2(3H)-Benzothiazolethione, 2-Benzothiazolethiol, Accel M, Accelerator M, Benzothiazole, mercapto-, Benzothiazolethiol, Captax, Dermacid, Ekagom G, Kaptaks, Kaptax, Mebetizole, Mebithizol, Mercaptobenzothiazol, Mercaptobenzothiazole, Mercaptobenzthiazole, Mertax, MBT, Nuodeb 84, Pneumax MBT, Rotax, Royal MBT, Soxinol M, Thiotax, Vulkacit M, Vulkacit Mercapto, Vulkacit Mercapto/C, 2-Benzothiazolinethione, 2-Mercaptobenzthiazole, 2-MBT, AG 63, Sulfadene, USAF GY-3, USAF XR-29, 2-Mercptobenzothiazole, 2-Merkaptobenzotiazol, 2-Merkaptobenzthiazol, NCI-C56519, Pennac mbt powder, Rokon, Benzothiazole-2-thione, 2-Benzothiazolyl mercaptan, Nocceler M, Accelerator Mercapto, Perkacit MBT, Benzothiazole, 2-mercapto-, 1,3-Benzothiazole-2-thione, Benzo[d]thiazole-2-thiol, 2-Mercaptobenzothiazole (2-MBT), benzothiazole-2-thiol, 2-Thiocarbamidothiophenol, 2-Benzothiazolethiol, 2-Benzothiazolthiol, 2-MBT, 2-Mercaptobenzothiazole, MBT, Mercapto(2-)Benzothiazole, Mercaptobenzothiazole, 2(3H)-Benzothiazolethione, 2-Benzothiazolethiol, 2-Benzothiazolinethione, Captax, MBT, 2-Mercaptobenzothiazole, 2-Mercaptobenzthiazole, Mertax, Nuodeb 84, Rotax, Royal MBT, Thiotax, Mercaptobenzothiazole, Pneumax MBT, Mercaptobenzthiazole, Soxinol M, Vulkacit Mercapto, Ekagom G, Vulkacit M, Kaptax, Dermacid, Accelerator M, Kaptaks, 2-MBT, Mebetizole, Mebithizol, Vulkacit Mercapto/C, Accel M, 2-Benzothiazolyl mercaptan, Nocceler M, MBT (vulcanization accelerator), Aero Promoter 412, Sanceler M, Vulkacit Mercapto/MG, 2,3-Dihydrobenzothiazole-2-thione, Mebetizol, Wobezit M, Nonflex NB, Benz-1,3-thiazolidine-2-thione, 1,3-Benzothiazole-2-thione, Vulkafil ZN 94TT01, 2-Sulfanylbenzothiazole, Nocceler M-P, Perkacit MBT, 1,3-Benzothiazole-2-thiol, NSC 2041, Vulkacit Mercapto MG/C, Aero 407, Sanceler M-G, Benzothiazolethiol, Benzo[d]thiazole-2-thiol, 2-Mercapto-1H-benzothiazole, Oricel M, RU 3, Captax MBT, DT 402, OCID, M 2, M 2 (rust inhibitor), accelerator MBT, NB, Rubator MBT, MBT-2, Accelerant M, Rhenogran MBT 80, MBT 80, 2,3-Dihydro-1,3-benzothiazole-2-thione, 2-Mercaptobenzo[d]thiazole, Rhenogran MBT, 1321-08-0, 4464-58-8, 12640-90-3, 55199-93-4, 81605-65-4, 112242-83-8, 119170-41-1, 885216-62-6, 2213445-86-2, MBT, Mercaptobenzothiazole, 2-Benzothiazolethione, 2-Benzothiazolethiol, Benzothiazole-2-thione, 2-Benzothiazolethiol, Mercapto-2 benzothiazole, Benzothiazole-2-thiol, Benzo[d]thiazole-2(3H)-thione, MBT
2-Mercaptobenzothiazole is slightly odorous, bitter taste, non-toxic, specific gravity 1.42-1.52, initial melting point above 170℃, easily soluble in ethyl acetate in the dilute solution of ester, acetone, sodium hydroxide and sodium carbonate.
2-Mercaptobenzothiazole is soluble in ethanol, insoluble in benzene, insoluble in water and gasoline.
2-Mercaptobenzothiazole is a beige or light yellow powder with a faint odor.
2-Mercaptobenzothiazole is substituted at the 2-position with a sulfanyl group.
2-Mercaptobenzothiazole has a pale yellow to tan crystalline powder with a disagreeable odor.
2-Mercaptobenzothiazole is a pale yellow powder or granule.
2-Mercaptobenzothiazole has an unpleasant smell.
The melting point of 2-Mercaptobenzothiazole is above 173.0°C.
The relative density of 2-Mercaptobenzothiazole is 1.41 to 1.48.
2-mercaptobenzothiazole is poorly soluble in water and n-hexane.
2-Mercaptobenzothiazole is easily soluble in acetone.
2-Mercaptobenzothiazole is soluble in ethanol.
2-Mercaptobenzothiazole is slightly soluble in benzene.
2-mercaptobenzothiazole (MBT) is acidic.
Vulcanization promotes strong.
The vulcanization curve is relatively flat.
2-Mercaptobenzothiazole also can be added to silver cyanide baths.
2-mercaptobenzothiazole is a pale yellow to tan crystalline powder with a disagreeable odor.
2-Mercaptobenzothiazole is 1,3-Benzothiazole substituted at the 2-position with a sulfanyl group.
2-Mercaptobenzothiazole is a member of benzothiazoles and an aryl thiol.
2-Mercaptobenzothiazole is a natural product found in Bos taurus with data available.
2-mercaptobenzothiazole (MBT) is an important variety of thiazole rubber vulcanization accelerators.
At the same time, 2-Mercaptobenzothiazole is also an important auxiliary agent for oxidation and corrosion resistance.
In addition, 2-mercaptobenzothiazole is also a reagent for chemical analysis.
2-Mercaptobenzothiazole is low in toxicity and has a stimulating effect on skin and mucous membranes.
2-Mercaptobenzothiazole is one of the effective corrosion inhibitors for copper or copper alloys.
When the cooling system contains copper equipment and the raw water contains a certain amount of copper ions, 2-mercaptobenzothiazole can be added.
2-Mercaptobenzothiazole can prevent corrosion of copper.
2-Mercaptobenzothiazole is an intermediate of the herbicide mefenacet and is also a rubber accelerator and an intermediate thereof.
You are most likely to contact 2-Mercaptobenzothiazole when using, wearing, or handling natural or synthetic rubber products at work or at home.
Work shoes and athletic shoes are often made with rubber components that contain mercaptobenzothiazole or related substances.
2-Mercaptobenzothiazole may be used as anti-corrosion agent in cooling oils, drilling and cutting oils, antifreeze, and fungicides.
2-Mercaptobenzothiazole is used as an additive to rubber products such as shoes, gloves, undergarments, swimwear, clothing, condoms, diaphragms, medical devices, toys, tires and tubes.
2-Mercaptobenzothiazole is also used in cutting oils, antifreeze mixtures, greases, adhesives, photographic film emulsions, detergents, and in veterinary products such as tick and flea powders and sprays.
Uses of 2-Mercaptobenzothiazole:
2-Mercaptobenzothiazole is mainly used for manufacturing tires, inner tubes, tape, rubber shoes, and other industrial rubber products.
2-Mercaptobenzothiazole is one of the effective corrosion inhibitors for copper or copper alloys.
When copper equipment and raw water contain a certain amount of copper ions in the cooling system, 2-Mercaptobenzothiazole can be added to prevent copper corrosion.
2-Mercaptobenzothiazole is an intermediate of the herbicide benzothiazole, as well as a rubber promoter and intermediate.
2-Mercaptobenzothiazole is widely used in various rubbers.
2-Mercaptobenzothiazole has a rapid promoting effect on natural rubber and synthetic rubber usually vulcanized with sulfur.
2-Mercaptobenzothiazole is often used in combination with other accelerator systems, such as dithiocarbamate and tellurium dithiocarbamate, as accelerators for butyl rubber.
2-Mercaptobenzothiazole is used in combination with tribasic lead succinate, 2-Mercaptobenzothiazole can be used for light colored and water resistant chlorosulfonated polyethylene adhesive.
2-Mercaptobenzothiazole is easily dispersed and non polluting in rubber.
2-Mercaptobenzothiazole is an intermediate of promoters MZ, DM, NS, DIBS, CA, DZ, NOBS, MDB, etc.
For water treatment, 2-Mercaptobenzothiazole's sodium salt is generally used.
2-Mercaptobenzothiazole is easy to be oxidized in water, such as chlorine, chloramine and chromate.
When chlorine is used as a bactericide, 2-Mercaptobenzothiazole should be added first, and then the bactericide should be added to prevent it from being oxidized and losing its slow release effect.
2-Mercaptobenzothiazole can be made into an alkaline solution and used in conjunction with other water treatment agents.
The mass concentration used of 2-Mercaptobenzothiazole is usually 1-10mg/L.
When the pH value is below about 7, the minimum dose is 2mg/L.
2-Mercaptobenzothiazole is used as an additive for bright sulfate copper plating, 2-Mercaptobenzothiazole has good leveling effect and can also be used as a brightener for cyanide silver plating.
2-Mercaptobenzothiazole is used for tire manufacturing, rubber belt, rubber overshoes and other industrial rubber products accelerator currently and a medium fast primary accelerator.
2-Mercaptobenzothiazole imparts excellent aging properties when used both alone and in combination with DM, TMTD and many other basic accelerators for higher activity. Its accelerative temperature is low and easily be dispersed with lower pollution.
ainly used in the manufacture of tires, tubes, foot wear rubber belts and hoses etc.
A white solid, 2-Mercaptobenzothiazole is used in the sulfur vulcanization of rubber.
Using 2-mercaptobenzothiazole, rubber vulcanizes with less sulfur and at milder temperatures, both factors give a stronger product.
In polymerization, 2-Mercaptobenzothiazole finds use as a radical polymerization inhibitor, chain transfer agent, reforming agent, and additive for photoinitiators.
2-Mercaptobenzothiazole has also been used in the past in the gold-mining industry for the froth flotation of gold from ore residue as part of the extraction process.
Sodium salt is used as a biocide and preservative in adhesives (especially based on latex, starch, casein, and animal glues), paper, textiles.
Often found together with sodium dimethyldithiocarbamate as e.g. Vancide 51.
Zinc salt is used as a secondary accelerator in latex foam vulcanization.
2-Mercaptobenzothiazole can be added to oil-based hydraulic fluids, heat-transfer fluids (oils, antifreezes), cutting fluids and other mixtures as a corrosion inhibitor, effective for copper and copper alloys.
2-Mercaptobenzothiazole is used for tire manufacturing, rubber belt, rubber overshoes and other industrial rubber products accelerator currently and a medium fast primary accelerator.
2-Mercaptobenzothiazole is also used in veterinary dermatology.
In electroplating 2-Mercaptobenzothiazole is used as a brightener for copper sulfate baths, at about 50-100 milligrams/liter.
2-Mercaptobenzothiazole is used Antibacterial, Antifungal, and Inhibits dopamine beta-hydroxylase.
2-Mercaptobenzothiazole is an intermediate of the herbicide benzothiazide, as well as a rubber accelerator and its intermediate.
2-Mercaptobenzothiazole is a general-purpose vulcanization accelerator widely used in various rubbers.
2-Mercaptobenzothiazole has a rapid promotion effect on natural rubber and synthetic rubber usually vulcanized with sulfur.
However, the use of zinc oxide, fatty acid and other activation is required.
2-Mercaptobenzothiazole is often used in combination with other accelerator systems, such as dithiothiuram and tellurium dithiocarbamate can be used as an accelerator for butyl rubber.
2-Mercaptobenzothiazole is used in combination with a tribasic lead maleate chemicalbook, can be used for light colors.
2-Mercaptobenzothiazole is water-resistant chlorosulfonated polyethylene compound.
2-Mercaptobenzothiazole is often used in combination with dithiocarbamate in latex, and can be vulcanized at room temperature when used with diethyldithiocarbamate diethylamine.
2-Mercaptobenzothiazole is easy to disperse in rubber and does not pollute.
However, due to its bitter taste, 2-Mercaptobenzothiazole is not suitable for food contact rubber products.
2-Mercaptobenzothiazole with 1-amino-4-nitroanthraquinone and potassium carbonate in dimethyl Reflux in formamide for 3h to prepare dye-dispersed brilliant red S-GL.
This dye is used for dyeing polyester and its blended fabrics.
When 2-Mercaptobenzothiazole is used as an electroplating additive, 2-Mercaptobenzothiazole is also called acid copper plating brightener M, and it is used as a spreading brightener in bright copper plating with copper sulfate as the main salt.
In addition, 2-Mercaptobenzothiazole is also used to prepare pesticide fungicides, nitrogen fertilizer synergists, oil removal and lubrication additives, organic anti-ashing agents in photographic chemistry, metal corrosion inhibitors, etc.
In addition, 2-Mercaptobenzothiazole is a reagent for chemical analysis.
2-Mercaptobenzothiazole has low toxicity and has a stimulating effect on the skin and mucous membranes.
2-Mercaptobenzothiazole (Benzothiazole-2-thiol, 2-MBT, Mercapto-2-benzothiazole) is an exceptionally potent inhibitor of banana polyphenoloxidase and can significantly delay the onset of substrate oxidation at concentrations as low as 100 nM.
2-Mercaptobenzothiazole (MBT) has been used in the synthesis of MBT functionalized mesoporous silica which can be used as an adsorbent for the removal of Hg(II) from aqueous solution.
2-Mercaptobenzothiazole can also be used as a: Reference compound in photocatalytic activity tests under UV or visible light irradiation.
Starting material for the synthesis of conjugates of 2-Mercaptobenzothiazole is used for antitubercular activity studies.
Starting material for the synthesis of 4-thiazolidinones.
2-Mercaptobenzothiazole MBT(M) (Refined) is a fast and nonpolluting accelerator suitable for rubbers and latex.
2-Mercaptobenzothiazole's available as either as a light yellow powder or granule and can achieve good cold vulcanization when used together with secondary accelerator such as TMTD, TETD or DPG.
2-Mercaptobenzothiazole can impart anti-aging properties to vulcanized rubbers and is mainly used in the manufacturing of tires, adhesive tapes, rubber overshoes and other rubber products.
2-Mercaptobenzothiazole is used Mining - Salts & Metals, Plastic, Resin & Rubber, Rubber Additives, Accelerators, Polymers.
2-Mercaptobenzothiazole is a general-purpose vulcanization accelerator and is widely used in various rubbers.
2-Mercaptobenzothiazole has a vulcanization-promoting effect on natural rubber and synthetic rubber which is usually vulcanized with sulfur.
However, activation of zinc oxide, fatty acid, etc. is required before use. 2-Mercaptobenzothiazole is often used in combination with other accelerator systems.
For example, in combination with dithiothiuram and bismuth dithiocarbamate, 2-Mercaptobenzothiazole can be used as a vulcanization accelerator for butyl rubber.
2-Mercaptobenzothiazole can be used together with tribasic cis-butyl succinate for use in light-colored, water-resistant chlorosulfonated polyethylene compounds.
2-Mercaptobenzothiazole is often used in combination with dithiocarbamate in latex.
When used in combination with diethyldithiocarbamate diethylamine, 2-Mercaptobenzothiazole can be vulcanized at room temperature.
2-mercaptobenzothiazole (MBT) is easily dispersed and not contaminated in rubber.
However, due to its bitter taste, 2-Mercaptobenzothiazole is not suitable for rubber products that come into contact with food.
The dye S-GL was prepared by refluxing 2-mercaptobenzothiazole with 1-amino-4-nitroindole and potassium carbonate in dimethylformamide for 3 h.
This dye is used for the dyeing of polyester and its blended fabrics.
When 2 mercaptobenzothiazole (MBT) is used as an electroplating additive, 2-Mercaptobenzothiazole is also called an acid copper plating brightener.
2-Mercaptobenzothiazole is used as a paving brightener when bright copper plating with copper sulfate as the main salt.
2-Mercaptobenzothiazole is mainly used as a brightener for bright copper sulfate.
2-Mercaptobenzothiazole has a good leveling effect.
2-Mercaptobenzothiazole can also be used as a brightener for cyanide silver plating.
After adding 0.5 g/L, the cathode polarization was increased.
Thereby, the silver ion crystals are aligned to form a bright silver plating layer.
In addition, 2-mercaptobenzothiazole is also used in the preparation of pesticide fungicides, nitrogen fertilizer synergists, cut-off oils and lubricant additives, organic anti-ashing agents in photographic chemistry, metal corrosion inhibitors, and the like.
Properties of 2-Mercaptobenzothiazole:
2-Mercaptobenzothiazole is Light yellow or off-white powder, granules.
The relative density of 2-Mercaptobenzothiazole is 1.42(20%), the specific gravity is 1.49±0.03, the melting point is above 180.02~181.7℃
(For the industrial products, it is above 170.0℃).
2-Mercaptobenzothiazole will burn when meet with naked flame, the flash point is 515～520℃.
2-Mercaptobenzothiazole is easily soluble in acetic ether, acetone, soluble in dichloromethane, diethyl ether, some other organic solvent and alkali carbonate solution.
2-Mercaptobenzothiazole is slightly soluble in benzene. Insoluble in water and gasoline.
Lower explosion limit of 2-Mercaptobenzothiazole is 21g/m3.
The storage stability period of 2-Mercaptobenzothiazole is two years.
Structure of 2-Mercaptobenzothiazole:
The molecule is planar with a C=S double bond, so the name mercaptobenzothiazole is a misnomer, a more appropriate name could be benzothiazoline-2-thione.
Solution measurements by NMR spectroscopy could not measure the presence of the thiol tautomer that the name implies, instead it exists as a thione/dithiocarbamate and the hydrogen appears on the nitrogen in the solid state, gas-phase, and in solution.
Theory indicates that the thione tautomer is about 39 kJ/mol lower in energy than the thiol, and a hydrogen-bonded dimer of the thione has even lower energy.
At alkaline pH greater than 7 the deprotonated thiolate form is most abundant.
A protonated form could not be observed in the pH range 2-11.
Synthesis of 2-Mercaptobenzothiazole:
2-Mercaptobenzothiazole has been produced by many methods.
The industrial route entails the high temperature reaction of aniline and carbon disulfide in the presence of sulfur, which proceeds by this idealized equation:
C6H5NH2 + CS2 + S → C6H4(NH)SC=S + H2S
The traditional route is the reaction of 2-aminothiophenol and carbon disulfide:
C6H4(NH2)SH + CS2 → C6H4(NH)SC=S + H2S
This method was developed by the discoverer of the compound, A. W. Hoffmann.
Other routes developed by Hoffmann include the reactions of carbon disulfide with 2-aminophenol and of sodium hydrosulfide with chlorobenzothiazole.
Further synthetic advances were reported in the 1920s that included demonstration that phenyldithiocarbamates pyrolyze to benzothiazole derivative.
Reactions of 2-Mercaptobenzothiazole:
2-Mercaptobenzothiazole is insoluble in water but dissolves upon the addition of base, reflecting deprotonation.
Treatment with Raney nickel results in monodesulfurization, giving benzothiazole:
C6H4(NH)SC=S + Ni → C6H4(N)SCH + NiS
The benzo ring undergoes electrophilic aromatic substitution at the position para to nitrogen.
Oxidation gives mercaptobenzothiazole disulfide.
This disulfide reacts with amines to give sulfenamide derivatives such 2-morpholinodithiobenzothiazole.
These compounds are used in sulphur vulcanization, where they act as accelerators.
2-Mercaptobenzothiazole is an important variety of thiazole rubber vulcanization accelerators.
Keywords: 1,3-Benzothiazole-2(3H)-thione, Mercapto-2-benzothiazole, 2-MBT, 2-Mercaptobenzothiazole, 149-30-4, 2-Benzothiazolethiol, Benzo[d]thiazole-2(3H)-thione, Captax, Benzo[d]thiazole-2-thiol, Benzothiazolethiol
First Aid Measures of 2-Mercaptobenzothiazole:
General advice:
Show this material safety data sheet to the doctor in attendance.
If inhaled:
After inhalation:
Fresh air.
In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
Consult a physician.
In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Remove contact lenses.
If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
Indication of any immediate medical attention and special treatment needed:
No data available
Fire Fighting Measures of 2-Mercaptobenzothiazole:
Extinguishing media:
Suitable extinguishing media:
Water
Foam
Carbon dioxide (CO2)
Dry powder
Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
Further information:
Suppress (knock down) gases/vapors/mists with a water spray jet.
Prevent fire extinguishing water from contaminating surface water or the ground water system.
Accidental Release Measures of 2-Mercaptobenzothiazole:
Environmental precautions:
Do not let product enter drains.
Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area
Exposure Controls/Personal Protection of 2-Mercaptobenzothiazole:
Personal protective equipment:
Eye/face protection:
Use equipment for eye protection.
Safety glasses
Skin protection:
Handle with gloves.
Wash and dry hands.
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Body Protection:
protective clothing
Respiratory protection:
Recommended Filter type: Filter type P2
Control of environmental exposure:
Do not let product enter drains.
Handling And Storage of 2-Mercaptobenzothiazole:
Conditions for safe storage, including any incompatibilities:
Storage conditions:
Tightly closed.
Dry.
Stability And Reactivity of 2-Mercaptobenzothiazole:
Chemical stability:
2-Mercaptobenzothiazole is chemically stable under standard ambient conditions (room temperature) .
Incompatible materials:
No data available
Identifiers of 2-Mercaptobenzothiazole:
Chemical formula: C7H5NS2
Molar mass: 167.24 g·mol−1
Appearance: white solid
Melting point: 177–181 °C (351–358 °F; 450–454 K)
Molecular Weight: 167.3 g/mol
CAS number: 149-30-4
EC index number: 613-108-00-3
EC number: 205-736-8
Hill Formula: C₇H₅N S₂
Molar Mass: 167.25 g/mol
HS Code: 2934 20 20
Molecular Formula: C7H5NS2
Molecular Weight: 167.25
Melting Point: 185°F / 85°C
Boiling Point: N/A
Flash Point: 500°F / 260°C
Appearance: pale yellow to tan crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in: water, 120 mg/L @ 24C (exp)
Melting Point: 172.0°C to 182.0°C
Color: Yellow
Flash Point: 243°C
Infrared Spectrum: Authentic
Beilstein: 27, II, 233
Merck Index: 15, 5935
Solubility Information: yellow solution
Formula Weight: 167.24
Percent Purity: 97%
Physical Form: Powder
Chemical Name or Material: 2-Mercaptobenzothiazole, 98%
Molecular Weight: 167.25100
Exact Mass: 167.25
EC Number: 205-736-8
HScode: 29342020
Properties of 2-Mercaptobenzothiazole:
XLogP3: 2.4
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 0
Exact Mass: 166.98634151 g/mol
Monoisotopic Mass: 166.98634151 g/mol
Topological Polar Surface Area: 69.4Ų
Heavy Atom Count: 10
Complexity: 158
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Physical state: crystalline
Color: light yellow
Odor: pungent
Melting point/freezing point:
Melting point/range: 177 - 181 °C - lit.
Initial boiling point and boiling range: > 260 °C Decomposes on heating.
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits:
Lower explosion limit: 15 %(V)
Flash point: 200 °C - closed cup - ISO 1523
Autoignition temperature: does not ignite
Decomposition temperature: No data available
pH: No data available
Viscosity
Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water solubility: 0,118 g/l at 25 °C
Partition coefficient: n-octanol/water:
log Pow: 2,42 - Bioaccumulation is not expected.
Vapor pressure: No data available
Density: 1,42 g/cm3 at 20 °C
Relative density: No data available
Relative vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: none
Other safety information:
Dissociation constant: 7,03 at 20,5 °C
Boiling point: >260 °C decomposes
Density: 1.42 g/cm3 (20 °C)
Explosion limit: 15 %(V)
Flash point: 200 °C
Ignition temperature: 465 °C
Melting Point: 177 - 181 °C
pH value: 7 (0.12 g/l, H₂O, 25 °C)
Vapor pressure: Bulk density: 390 kg/m3
Solubility: 0.12 g/l
Appearance: Light yellow or off-white powder or granule
Initial Melting Point（℃≥）: 170
PSA: 79.93000
XLogP3: 2.58500
Appearance: 2-mercaptobenzothiazole is a pale yellow to tan crystalline powder with a disagreeable odor.
Density: 1.42 g/cm3
Melting Point: 180.2-181.7 °C
Boiling Point: 305ºC at 760 mmHg
Flash Point: 243ºC (dec.)
Refractive Index: 1.783
Water Solubility: Solubility in water, g/100ml at 20°C: 0.01 (very poor)
Storage Conditions: Store in a tightly closed container.
Store in a cool, dry, well-ventilated area away from incompatible substances.
Vapor Pressure: 0.000844mmHg at 25°C
Explosive limit: vol% in air: 15
Odor: Disagreeable odor
Taste: Bitter taste
Molecular Weight:167.3
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:166.98634151
Monoisotopic Mass:166.98634151
Topological Polar Surface Area:69.4
Heavy Atom Count:10
Complexity:158
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Appearance: Powder
Physical State: Solid
Storage: Store at room temperature
Melting Point: 177-181° C (lit.)
Boiling Point: >260° C (dec.)
Density: 1.42 g/cm3 at 20° C
Appearance: complying
Identity (IR): complying
Assay (alkalimetric): Min. 98 %
Melting point: 178 - 181 °C
Colour of the solution: complying
Clearness of the solution: complying
Boiling Point/Range: No data available
Color: Light Yellow
Density: 1.42 g/cm3 (20 °C)
Flashpoint: 200 °C
Form: Powder
Grade: Indicators
Incompatible Materials: Oxidizing agents
Lower Explosion Limit: No data available
Melting Point/Range: 180-182 °C
Partition Coefficient: 2.42.7
Purity Percentage: 99.00
Purity Details: >=99.00%
Solubility in Water: 0.118 g/l (25 °C)
Upper Explosion Limit: No data available
Vapor Pressure: No data available
Viscosity: No data available
pH-Value: No data available
Storage Temperature: Ambient