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N-Cyclohexylbenzothiazole-2-amine, commonly referred to as CBS, is a benzothiazole derivative that serves as a crucial accelerator in the rubber and latex industry. This white to light-yellow powder, characterized by its mild odor and solubility in various organic solvents, is instrumental in the vulcanization process, enhancing the elasticity, strength, and durability of rubber products. Despite its utility, CBS is recognized as a hazardous substance and has been identified as a potential carcinogen, necessitating stringent safety measures during its handling and use.

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  • 28291-75-0 Structure
  • Basic information

    1. Product Name: N-Cyclohexylbenzothiazole-2-amine
    2. Synonyms: N-Cyclohexyl-2-benzothiazolamine;N-Cyclohexylbenzothiazole-2-amine
    3. CAS NO:28291-75-0
    4. Molecular Formula: C13H16N2S
    5. Molecular Weight: 232.34
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 28291-75-0.mol
  • Chemical Properties

    1. Melting Point: 107 °C
    2. Boiling Point: 368.0±25.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.234±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 3.44±0.10(Predicted)
    10. CAS DataBase Reference: N-Cyclohexylbenzothiazole-2-amine(CAS DataBase Reference)
    11. NIST Chemistry Reference: N-Cyclohexylbenzothiazole-2-amine(28291-75-0)
    12. EPA Substance Registry System: N-Cyclohexylbenzothiazole-2-amine(28291-75-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 28291-75-0(Hazardous Substances Data)

28291-75-0 Usage

Uses

Used in Rubber and Latex Industry:
N-Cyclohexylbenzothiazole-2-amine is used as an accelerator for the vulcanization process in the production of rubber and latex. It facilitates the cross-linking of polymer chains, which is essential for improving the physical properties of rubber, such as its elasticity, strength, and durability. The use of CBS ensures the production of high-quality rubber products that meet the demands of various applications.
As a potential carcinogen, CBS requires careful handling and adherence to safety protocols to minimize health risks for workers and the environment. This includes proper storage, usage guidelines, and disposal methods to ensure the safe and effective application of this chemical compound in the rubber and latex industry.

Check Digit Verification of cas no

The CAS Registry Mumber 28291-75-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,2,9 and 1 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 28291-75:
(7*2)+(6*8)+(5*2)+(4*9)+(3*1)+(2*7)+(1*5)=130
130 % 10 = 0
So 28291-75-0 is a valid CAS Registry Number.

28291-75-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-cyclohexyl-1,3-benzothiazol-2-amine

1.2 Other means of identification

Product number -
Other names Benzothiazol-2-yl-cyclohexyl-amin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28291-75-0 SDS

28291-75-0Relevant articles and documents

Molecular iodine-mediated synthesis of thiocarbamates from thiols, isocyanides and water under metal-free conditions

Bao, Wen-Hu,Wu, Chao,Wang, Jing-Ting,Xia, Wen,Chen, Ping,Tang, Zilong,Xu, Xinhua,He, Wei-Min

supporting information, p. 7025 - 7029 (2018/10/02)

A simple and practical molecular iodine-mediated method for the efficient construction of thiocarbamates from isocyanides, thiols and water under metal-free and mild conditions has been developed. A variety of thiocarbamates were easily synthesized through this methodology, which has the advantages of simple operation, eco-friendly conditions, good functional group tolerance, and readily accessible raw materials.

Iodine-catalyzed formation of substituted 2-aminobenzothiazole derivatives in PEG400

Dumonteil,Hiebel,Scherrmann,Berteina-Raboin

, p. 73517 - 73521 (2016/08/19)

An iodine-catalyzed formation of substituted 2-aminobenzothiazole derivatives is herein described using hydrogen peroxide as an oxidant in PEG400. The method enabled an efficient environmentally sound access to this valuable scaffold in moderate to excellent yields under metal-free conditions.

A practical synthesis of 2-aminobenzothiazoles via copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in ionic liquids

Chen, Ling,Huang, Bin,Nie, Quan,Cai, Mingzhong

, p. 446 - 450 (2016/05/19)

A copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates was achieved in hydrophobic [bmim][PF6] ionic liquid under mild conditions, generating a variety of 2-aminobenzothiazoles in good to excellent yields. The tandem reaction that was carried out in [bmim][PF6] has some obvious advantages such as accelerated reaction rate and increased yield as compared with the reaction run in volatile solvents such as toluene. Furthermore, the CuI/1,10-phenanthroline catalytic system can be reused up to eight times without loss of activity and efficiency.

A Synthesis of Benzothiazoles and Indoles by Direct C(sp2)-I Activation Catalyzed by Copper(II) on Silica-Coated Magnetite Nanoparticles

Moghadam, Faeze Kiani,Jarrah, Najmeh,Mashayekh-Salehi, Ali,Ghanbaripour, Rashid

, p. 1665 - 1668 (2016/07/06)

N-Substituted 2-amino-1,3-benzothiazoles and 2,3-disubstituted indoles were prepared by C-S and C-C cross-coupling reactions of 2-iodoanilines with isothiocyanates or 1,3-dicarbonyl compounds, respectively, in the presence of magnetic nanoparticles functionalized with a copper(II)-Schiff base complex as an efficient and reusable catalyst.

Water-Mediated Synthesis of Benzazole and Thiourea Motifs by Reacting Naturally Occurring Isothiocyanate with Amines

Sharma, Ritika,Bala, Manju,Verma, Praveen Kumar,Singh, Bikram

supporting information, p. 2106 - 2114 (2015/09/01)

An efficient, green, and facile method has been developed for the synthesis of benzazole and thiourea analogues from naturally occurring erucin in moderate to good yields. The reaction was carried out in water without using any metal catalyst or base. The present method tolerated the various functional groups on aromatic rings and also applicable for other isothiocyanates.

Copper-catalyzed synthesis of 2-aminobenzothiazoles from carbodiimide and sodium hydrosulfide

Zeng, Weilan,Dang, Pan,Zhang, Xiaoyun,Liang, Yun,Peng, Caiyun

, p. 31003 - 31006 (2014/08/05)

An efficient copper-catalyzed method for the synthesis of a variety of 2-aminobenzothiazoles has been developed. The reaction proceeded from carbodiimide and sodium hydrosulfide via a tandem reaction in the presence of copper(ii) trifluoromethanesulfonate to afford the corresponding 2-aminobenzothiazole derivatives in good to perfect yields. This journal is the Partner Organisations 2014.

Copper/N,N,N',N'-tetramethylethylenediamine-catalyzed synthesis of N-substituted benzoheterocycles via C-S cross-coupling at ambient temperature in water

Zhao, Na,Liu, Liang,Wang, Fei,Li, Jia,Zhang, Wu

supporting information, p. 2575 - 2579 (2014/09/17)

Copper/N,N,N',N'-tetramethylethylenediamine (Cu/TMEDA)-catalyzed ambient temperature tandem reactions of isothiocyanates with 2-iodophenols or 2-iodoanilines in water without the protection of an inert atmosphere are described, which provide a simple, rapid, environmental method for the synthesis of a variety of 2-iminobenzo-1, 3- oxathioles and 2-aminobenzothiazoles in good yields. More important, the present reaction process needs only low amounts of copper catalyst (1mol%) and can yield the products on a gram scale.

Convenient and reliable routes towards 2-aminothiazoles: Palladium-catalyzed versus copper-catalyzed aminations of halothiazoles

Toulot, Stephanie,Heinrich, Timo,Leroux, Frederic R.

supporting information, p. 3263 - 3272 (2013/12/04)

Two efficient methods for the amination of 2-halothiazoles are presented here. A first protocol requires a Pd/L system. Several 2-aminothiazoles were synthesized under optimized conditions and isolated in good yields. The first palladium-catalyzed C-N coupling reactions between 2-halothiazoles and primary alkylamines are presented. In a second part, ligand-free copper-catalyzed aminations of 2-halothiazoles by alkylamines and aniline in a green solvent have been developed. The protocol is very effective for primary and secondary amines and perfectly tolerates the presence of another halide moiety on the 2-halothiazole. The reaction occurs under the assistance of microwave irradiation, which drastically decreases the reaction time. The reaction leads to the formation of 2-aminothiazoles, key molecules in pharmaceutical research. Copyright

Laccase-catalysed homocoupling of primary aromatic amines towards the biosynthesis of dyes

Sousa, Ana Catarina,Martins, Lígia O.,Robalo, M. Paula

supporting information, p. 2908 - 2917 (2014/03/21)

Coloured disubstituted benzoquinonimine trimeric structures are obtained as main reaction products of the oxidation of p-electron donor pri-mary aromatic amines using two different laccases, CotA-laccase from Baccilus subtilus and TvL from Trametes versicolor. These orange-red to purple products, presenting high molar extinction coeffi-cients, presumably result from oxidative homocou-pling reactions, through the formation of N-C bonds at positions 2 and 5, of the laccase oxidised inter-mediate as showed in the proposed oxidative path-way. The product of 1,4-phenylenediamine is shown to be the trimer known as Bandrowski's base which has an established role in hair and fur dyeing. Our results also show that the occurrence and/or rates of oxidation of aromatic amines are strongly dependent on the presence of p-electron releasing substituents in the aromatic ring and are independent on the properties of the enzyme used. Overall our data con-tribute for (i) understanding key features of laccase reactivity with p-substituted aromatic amines and (ii) establishing enzymatic processes that lead to the syn-thesis of coloured bio-products under mild condi-tions with potential impact in the cosmetic and dye industries.

Cobalt-catalyzed oxidative isocyanide insertion to amine-based bisnucleophiles: Diverse synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles

Zhu, Tong-Hao,Wang, Shun-Yi,Wang, Gao-Nan,Ji, Shun-Jun

supporting information, p. 5850 - 5853 (2013/06/26)

Cobalt catalysis: Synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles was achieved by using cobalt(II) acetate catalyzed isocyanide insertion to o-diaminobenzene, 2-aminobenzenethiol, and 2-aminophenol derivatives in 1,4-dioxane (see scheme). It was found that the reaction proceeded efficiently to give the desired products in up to 95 % isolated yields by C-N and C-S (O, N) formation in a single step. Copyright

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