| Identification | More | [Name]
2-Mercaptobenzothiazole | [CAS]
149-30-4 | [Synonyms]
2-BENZOTHIAZOLETHIOL
2-BENZOTHIAZOLTHIOL
2-MBT
2-MERCAPTOBENZOTHIAZOLE
2-THIOCARBAMIDOTHIOPHENOL
benzothiazole-2-thiol
CAPTAX
MBT
MERCAPTO(2-)BENZOTHIAZOLE
MERCAPTOBENZOTHIAZOLE
ROKON(R)
ROTAX
THIOTAX(TM)
1,3-Benzothiazol-2-yl hydrosulfide
2(3H)-Benzothiazolethione
2-Benzothiazolethione
2-Benzothiazolinethione
2-Benzothiazolyl mercaptan
2-benzothiazolylmercaptan
2-mercaptobenzothialole | [EINECS(EC#)]
205-736-8 | [Molecular Formula]
C7H5NS2 | [MDL Number]
MFCD00005781 | [Molecular Weight]
167.25 | [MOL File]
149-30-4.mol |
| Chemical Properties | Back Directory | [Appearance]
beige or light yellow powder with a faint odour | [Melting point ]
177-181 °C(lit.)
| [Boiling point ]
223°C (rough estimate) | [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 | [Odor]
Odorless | [PH]
7 (0.12g/l, H2O, 25℃) | [Stability:]
Stable. Incompatible with strong oxidizing agents. Flammable. | [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 | [Contact allergens]
MBT is a rubber chemical, accelerant of vulcanization, and contained in “mercapto-mix.” The most frequent
occupational categories are the metal industry, homemakers, health services and laboratories, the building
industry, and shoemakers. It is also used as a corrosion inhibitor in cutting fluids or in releasing fluids in thepottery industry | [InChIKey]
YXIWHUQXZSMYRE-UHFFFAOYSA-N | [LogP]
2.86 | [CAS DataBase Reference]
149-30-4(CAS DataBase Reference) | [IARC]
2A (Vol. 115) 2018 | [NIST Chemistry Reference]
2-Mercaptobenzothiazole(149-30-4) | [EPA Substance Registry System]
149-30-4(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
beige or light yellow powder with a faint odour | [Uses]
antibacterial, antifungal. inhibits dopamine beta-hydroxylase | [Definition]
ChEBI: 1,3-Benzothiazole substituted at the 2-position with a sulfanyl group. | [General Description]
Pale yellow to tan crystalline powder with a disagreeable odor. | [Reactivity Profile]
2-MERCAPTOBENZOTHIAZOLE(149-30-4) is incompatible with strong oxidizing agents. Also incompatible with acids and acid fumes . | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
This chemical is combustible. | [Description]
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.
| [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 | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 26, p. 3436, 1961 DOI: 10.1021/jo01067a101 | [Health Hazard]
Thiazoles cause allergic skin
reactions of type IV [delayed-type hypersensitivity
(DTH)]. | [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 bacterial
assays, but it induced chromosomal damage
in mammalian cells in culture.
Reproductive effects were not observed in
two-generation studies of rats treated with up
to 15,000 ppm MBT in the diet. | [storage]
Store at -20°C | [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.] |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S24:Avoid contact with skin .
S37:Wear suitable gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
2
| [RTECS ]
DL6475000
| [F ]
9-13-23 | [Autoignition Temperature]
465 °C | [TSCA ]
Yes | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29342020 | [Hazardous Substances Data]
149-30-4(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 1680 mg/kg LD50 dermal Rabbit > 7940 mg/kg |
|
|