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2-Mercaptobenzothiazole

2-Mercaptobenzothiazole Structure
CAS No.
149-30-4
Chemical Name:
2-Mercaptobenzothiazole
Synonyms
MBT;2-MBT;MERCAPTOBENZOTHIAZOLE;Benzo[d]thiazole-2(3H)-thione;2-BENZOTHIAZOLETHIOL;2-Benzothiazolethiol (MBT);Accelerator M;2-Merkaptobenzotiazol;benzothiazole-2-thiol;2-Mercaptobenzthiazole
CBNumber:
CB2853123
Molecular Formula:
C7H5NS2
Molecular Weight:
167.25
MOL File:
149-30-4.mol
MSDS File:
SDS
Modify Date:
2024/7/29 20:37:10

2-Mercaptobenzothiazole Properties

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)
Flash point 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.
InChIKey YXIWHUQXZSMYRE-UHFFFAOYSA-N
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

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H317-H410
Precautionary statements  P261-P272-P273-P280-P302+P352-P333+P313
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
9-13-23
Autoignition Temperature 465 °C
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29342020
Toxicity LD50 orally in Rabbit: 1680 mg/kg LD50 dermal Rabbit > 7940 mg/kg
NFPA 704
1
3 0

2-Mercaptobenzothiazole price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) M3302 2-Mercaptobenzothiazole 97% 149-30-4 5G ₹1114.98 2022-06-14 Buy
Sigma-Aldrich(India) M3302 2-Mercaptobenzothiazole 97% 149-30-4 100G ₹2284.08 2022-06-14 Buy
Sigma-Aldrich(India) M3302 2-Mercaptobenzothiazole 97% 149-30-4 1KG ₹7826.48 2022-06-14 Buy
Sigma-Aldrich(India) 8.14674 2-Mercaptobenzothiazole for synthesis 149-30-4 250G ₹3780 2022-06-14 Buy
Sigma-Aldrich(India) 8.14674 2-Mercaptobenzothiazole for synthesis 149-30-4 1KG ₹8960.01 2022-06-14 Buy
Product number Packaging Price Buy
M3302 5G ₹1114.98 Buy
M3302 100G ₹2284.08 Buy
M3302 1KG ₹7826.48 Buy
8.14674 250G ₹3780 Buy
8.14674 1KG ₹8960.01 Buy

2-Mercaptobenzothiazole Chemical Properties,Uses,Production

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.

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.

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.

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

General Description

Pale yellow to tan crystalline powder with a disagreeable odor.

Air & Water Reactions

Insoluble in water.

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 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.

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.]

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