≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
2-Benzothiazoleacetonitrile may be used for the preparation of 3-aryl-1-[(E)-cyanomethylidene]-1H-pyrido[2,1-b]benzothiazole-4-carbonitriles, via reaction with with 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile.[1] It may be employed in the preparation of pyrrolones, which can be used for the synthesis of 1-acyl-3-aryl-3H-pyrrolo[2′,3′:4,5]pyrimido[6,1-b]benzothiazol-6-ium-2-olates.
| Pubchem Sid | 488189545 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189545 |
| Sonrisas canónicas | C1=CC=C2C(=C1)N=C(S2)CC#N |
| IUPAC Name | 2-(1,3-benzothiazol-2-yl)acetonitrile |
| InChIKey | ZMZSYUSDGRJZNT-UHFFFAOYSA-N |
| INCHI | 1S/C9H6N2S/c10-6-5-9-11-7-3-1-2-4-8(7)12-9/h1-4H,5H2 |
| Isómeros SMILES | C1=CC=C2C(=C1)N=C(S2)CC#N |
| WGK Alemania | 3 |
| Peso molecular | 174.22 |
| Reaxy-Rn | 128460 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=128460&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Benzothiazoles |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzothiazoles |
| Alternative Parents | Benzenoids Thiazoles Heteroaromatic compounds Nitriles Azacyclic compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 1,3-benzothiazole - Benzenoid - Heteroaromatic compound - Thiazole - Azole - Azacycle - Nitrile - Carbonitrile - Organic nitrogen compound - Cyanide - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
 D2508418 | Certificate of Analysis | Feb 24, 2025 | B115478 |
| D2508419 | Certificate of Analysis | Feb 24, 2025 | B115478 |
| D2522522 | Certificate of Analysis | Feb 24, 2025 | B115478 |
| D2101235 | Certificate of Analysis | Jan 06, 2025 | B115478 |
| D2101236 | Certificate of Analysis | Jan 06, 2025 | B115478 |
| D2101237 | Certificate of Analysis | Jan 06, 2025 | B115478 |
| G1203023 | Certificate of Analysis | Jul 16, 2024 | B115478 |
| E2325190 | Certificate of Analysis | Apr 19, 2021 | B115478 |
| C2310798 | Certificate of Analysis | Mar 25, 2021 | B115478 |
| Punto de fusión (°C) | 98-101°C |
|---|---|
| Peso molecular | 174.220 g/mol |
| XLogP3 | 2.300 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 174.025 Da |
| Monoisotopic Mass | 174.025 Da |
| Topological Polar Surface Area | 64.900 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 208.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Yuhong Liu, Yuanyuan Tao, Xiaofan An, Xiaoping Jiang, Dongwei Li, Qian Xu, Xingshuang Zhang, Jing Zhang, Lijie Xu, Meng Gao. (2023) High dispersibility ratiometric fluorescence sensor designed by functionalized mesoporous silica nanopraticles for sensing and imaging of hydrogen peroxide. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2023.132971] |
| 2. Zhongqiu Liu, Yuanyuan Yu, Shengnan Li, Yaqi Liu, Guoqiang Zhang, Long Han, Yujing Liu, Jinmao You, Anguo Ying. (2021) Collaborative fabrication of poly(L-proline)s with well-defined mesopores and hydrophobicity: Synergistic effect of mesoporous confinement and hydrophobic micro-environment on organic transformations. JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, [PMID:] [10.1016/j.jiec.2021.09.006] |
| 3. Hai Yao, Kaikai Xu, Jiahong Zhou, Lin Zhou, Shaohua Wei. (2019) A Tumor Microenvironment Destroyer for Efficient Cancer Suppression. ACS Biomaterials Science & Engineering, [PMID:33463237] [10.1021/acsbiomaterials.9b01544] |
| 4. Kaikai Xu, Hai Yao, Jinhui Hu, Jiahong Zhou, Lin Zhou, Shaohua Wei. (2018) Pre-drug Self-assembled Nanoparticles: Recovering activity and overcoming glutathione-associated cell antioxidant resistance against photodynamic therapy. FREE RADICAL BIOLOGY AND MEDICINE, [PMID:29981371] [10.1016/j.freeradbiomed.2018.06.030] |
| 5. Huaqin Jiang, Lingling Shi, Wenxiang Wang, Yang Yang, Min Fang, Weiju Zhu, Cun Li. (2025) A bifunctional AIEgen fluorescent probe for detection viscosity and ONOO- in living cells. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2025.141381] |
| 6. Yang Li, Jing Li, Ting Yu, Hongyi Cai, Youyu Zhang, Haitao Li, Huijun Zhou, Peng Yin. (2025) Multi-signal fluorescent probe for simultaneous differentiation and imaging of Hg2+, Cys, Hcy, and GSH in living cells and zebrafish. JOURNAL OF HAZARDOUS MATERIALS, [PMID:39884041] [10.1016/j.jhazmat.2025.137427] |
| 7. Ye Miantai, Wang Xiaoyu, Zou Jingwen, Sun Wei, Chi Weijie, Mao Zhiqiang, Liu Zhihong. (2025) Breaking shackles of molecular weight and emission for NIR-II fluorophores by regulating Columb attraction interaction. Nature Communications, 16 (1): (1-12). [PMID:40866391] [10.1038/s41467-025-63353-x] |
