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外観
ほとんど無色〜うすい黄褐色, 結晶性粉末〜粉末
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溶解性
水に難溶。アセトンに易溶。メタノール, エタノールに可溶。エタノールに溶け、水にほとんど溶けない。
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解説
2(3H)-benzothiazolethion．C7H5NS2(167.26)．アニリン，二硫化炭素，硫黄を高圧加熱するか，フェニルチオ尿素と硫黄とを加熱すると得られる．不快臭のある淡黄色の針状晶．融点180 ℃．d 1.41．2-メルカプトベンゾチアゾールは，酢酸に易溶，アルカリ水溶液に可溶，有機溶媒に微溶．水に不溶．重金属イオンと不活性の錯体をつくるので，それらの重量分析試薬に用いられる．ゴムの加硫促進剤，殺菌剤に用いられる．LD50 1851 mg/kg(マウス，経口)．森北出版「化学辞典（第2版）
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用途
有機ゴム薬品(加硫促進剤) (NITE CHRIP)
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用途
有機合成(和光試薬時報Vol.65 No.4,p.30(1997))。
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説明
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.
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化学的特性
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.
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使用
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.
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主な応用
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).
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製造方法
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
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定義
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.
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一般的な説明
Pale yellow to tan crystalline powder with a disagreeable odor.
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空気と水の反応
Insoluble in water.
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反応プロフィール
2-Mercaptobenzothiazole is incompatible with strong oxidizing agents. Also incompatible with acids and acid fumes.
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健康ハザード
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.
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火災危険
2-Mercaptobenzothiazole is combustible.
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毒性学
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.
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安全性プロファイル
Suspected carcinogen withexperimental carcinogenic and tumorigenic data. Poisonby ingestion and intraperitoneal routes. Experimentalteratogenic and reproductive effects. Mutation datareported. Incompatible with oxidizers. When heated todecomposition
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発がん性
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.
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純化方法
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.]
