≥98%(GC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Argon charged,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 31 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488179594 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488179594 |
| Canonical Smiles | C1=CNN=C1 |
| IUPAC Name | 1H-pyrazole |
| InChIKey | WTKZEGDFNFYCGP-UHFFFAOYSA-N |
| INCHI | 1S/C3H4N2/c1-2-4-5-3-1/h1-3H,(H,4,5) |
| Isomeric SMILES | C1=CNN=C1 |
| WGK Germany | 1 |
| RTECS | UQ4900000 |
| Molecular Weight | 68.08 |
| Beilstein | 103775 |
| Reaxy-Rn | 103775 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=103775&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 |
| Class | Azoles |
| Subclass | Pyrazoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrazoles |
| Alternative Parents | Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Heteroaromatic compound - Pyrazole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyrazoles. These are compounds containing a pyrazole ring, which is a five-member aromatic ring with two nitrogen atoms (at positions 1 and 2) and three carbon atoms. |
| External Descriptors | a small molecule |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 L2217060 | Certificate of Analysis | Oct 11, 2025 | P100994 |
| L2217058 | Certificate of Analysis | Oct 11, 2025 | P100994 |
| L2426535 | Certificate of Analysis | Dec 12, 2024 | P100994 |
| L2426533 | Certificate of Analysis | Dec 12, 2024 | P100994 |
| L2426525 | Certificate of Analysis | Dec 12, 2024 | P100994 |
| L2426524 | Certificate of Analysis | Dec 12, 2024 | P100994 |
| D2616548 | Certificate of Analysis | Dec 12, 2024 | P100994 |
| G2426199 | Certificate of Analysis | Jul 05, 2024 | P100994 |
| G2426200 | Certificate of Analysis | Jul 05, 2024 | P100994 |
| G2426201 | Certificate of Analysis | Jul 05, 2024 | P100994 |
| I2103236 | Certificate of Analysis | Jun 19, 2024 | P100994 |
| I2103237 | Certificate of Analysis | Jun 19, 2024 | P100994 |
| D2417428 | Certificate of Analysis | Apr 07, 2024 | P100994 |
| D2417432 | Certificate of Analysis | Apr 07, 2024 | P100994 |
| D2627012 | Certificate of Analysis | Apr 07, 2024 | P100994 |
| H1807103 | Certificate of Analysis | Mar 06, 2024 | P100994 |
| C2414697 | Certificate of Analysis | Feb 29, 2024 | P100994 |
| B24231062 | Certificate of Analysis | Jan 26, 2024 | P100994 |
| B24231064 | Certificate of Analysis | Jan 26, 2024 | P100994 |
| B24231063 | Certificate of Analysis | Jan 26, 2024 | P100994 |
| D2020146 | Certificate of Analysis | Feb 03, 2023 | P100994 |
| L2217035 | Certificate of Analysis | Dec 05, 2022 | P100994 |
| K2313132 | Certificate of Analysis | Dec 05, 2022 | P100994 |
| L2217059 | Certificate of Analysis | Dec 05, 2022 | P100994 |
| L2217102 | Certificate of Analysis | Dec 05, 2022 | P100994 |
| Solubility | Soluble in water. |
|---|---|
| Sensitivity | Hygroscopic，air sensitive |
| Boil Point(°C) | 186-188°C |
| Melt Point(°C) | 67-70°C |
| Molecular Weight | 68.080 g/mol |
| XLogP3 | 0.300 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Exact Mass | 68.0374 Da |
| Monoisotopic Mass | 68.0374 Da |
| Topological Polar Surface Area | 28.700 Ų |
| Heavy Atom Count | 5 |
| Formal Charge | 0 |
| Complexity | 28.100 |
| 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 |
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| 4. Li Ke, Li Renjiang, Duan Xiuzhi, Deng Dongshun. (2023) New Type V Pyrazole/Glycerol Deep Eutectic Solvent: Physiochemical Properties and Gas Solubilities of NH3 or CO2. JOURNAL OF SOLUTION CHEMISTRY, 52 (9): (1033-1047). [PMID:] [10.1007/s10953-023-01292-1] |
| 5. Yangke Long, Shixin Huang, Shiyin Zhao, Guicong Xiao, Jianlin Sun, Dan Peng. (2023) Pyrolyzed iron–nitrogen–carbon hybrids for efficient contaminant decomposition via periodate activation: Active site and degradation mechanism. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.123945] |
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| 7. Sumbal Farid, Qing Mao, Suzhen Ren, Ce Hao, Xufeng Dong. (2022) Promoting the Oxygen Evolution Reaction via Morphological Manipulation of a Lamellar Nanorod-Assembled Ni(II)-Pyrazolate Superstructure. ACS Applied Materials & Interfaces, [PMID:36240000] [10.1021/acsami.2c14192] |
| 8. Ziqi Sun, Meiling Qi. (2022) High separation performance of carbon dioxide-based poly(ether-carbonate) copolymer for gas chromatographic analyses. JOURNAL OF CHROMATOGRAPHY A, [PMID:36166885] [10.1016/j.chroma.2022.463493] |
| 9. Hai-Yan Jiang, Yan-Ni Bao, Feng-Mei Lin, Yong Jin. (2021) Triptolide regulates oxidative stress and inflammation leading to hepatotoxicity via inducing CYP2E1.. HUMAN & EXPERIMENTAL TOXICOLOGY, [PMID:34758665] [10.1177/09603271211056330] |
| 10. Wenjie Xiong, Mingzhen Shi, Lingling Peng, Xiaomin Zhang, Xingbang Hu, Youting Wu. (2021) Low viscosity superbase protic ionic liquids for the highly efficient simultaneous removal of H2S and CO2 from CH4. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2021.118417] |
| 11. Dan Li, Yong Kang, Jie Li, Zongchi Wang, Zhinan Yan, Kai Sheng. (2020) Chemically tunable DILs: Physical properties and highly efficient capture of low-concentration SO2. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2020.116572] |
| 12. Sihui Huang, Ting Zhang, Chunli Jiang, Chunhua Luo, Hechun Lin, Ye Chen, Ruijuan Qi, Wenlei Yu, Hui Peng. (2019) The synthesis of MAPbBr3 nanoplatelets with long-term stability and high photoluminescence quantum yield through controlling the synthetic temperature and dilution treatment. JOURNAL OF LUMINESCENCE, [PMID:] [10.1016/j.jlumin.2019.116984] |
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| 14. Geng Yang, Xia Meng, Shimin Fang, Hongdong Duan, Lizhen Wang, Zhenzheng Wang. (2019) A highly selective colorimetric fluorescent probe for detection of Hg2+ and its application on test strips. RSC Advances, 9 (15): (8529-8536). [PMID:35518693] [10.1039/C9RA00797K] |
| 15. Junhai Wu, Bihong Lv, Xiaomin Wu, Zuoming Zhou, Guohua Jing. (2019) Aprotic Heterocyclic Anion-Based Dual-Functionalized Ionic Liquid Solutions for Efficient CO2 Uptake: Quantum Chemistry Calculation and Experimental Research. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.9b00420] |
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| 17. Lin Wang, Qijing Bing, Jianxin Li, Guang Wang. (2018) A new “ON-OFF” fluorescent and colorimetric chemosensor based on 1,3,4-oxadiazole derivative for the detection of Cu2+ ions. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, [PMID:] [10.1016/j.jphotochem.2018.04.015] |
| 18. Wang Fanwei, Duan Hongdong, Xing Dianxiang, Yang Geng. (2017) Novel Turn-on Fluorescence Probes for Al3+ Based on Conjugated Pyrazole Schiff Base. JOURNAL OF FLUORESCENCE, 27 (5): (1721-1727). [PMID:28497408] [10.1007/s10895-017-2110-6] |
| 19. Yingjie Xu. (2017) CO2 absorption behavior of azole-based protic ionic liquids: Influence of the alkalinity and physicochemical properties. Journal of CO2 Utilization, [PMID:] [10.1016/j.jcou.2017.03.001] |
| 20. Yurou Shao, Yangyang Jiang, Dong Wang, Benshuai Guo, Jingyan Zhao, Zhibin Zhou, Jianqiu Chen, Ruixin Guo, Yuntao Lei, Lili Jin. (2024) A facile synthesis of trioctylphosphine oxide-based azole deep eutectic solvents: Efficient reversible CO2 capture. FUEL, [PMID:] [10.1016/j.fuel.2024.132534] |
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| 22. Jiawei Ruan, Lifang Chen, Xinzi Wu, Shaokang Qian, Kunchi Xie, Xiaoyi Zhang, Hongye Cheng, Zhen Song, Zhiwen Qi. (2024) Hydroxyl-functionalization promoted activity and recovery of ionic liquids in direct dimethyl carbonate synthesis from CO2. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2024.124557] |
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| 27. Baoqiang Hao, Renyuan Zhang, Genye He, Zishi An, Xiaoqing Li, Jing Li. (2025) Dichloroacetylene Formation from Azoles in the UV/Chlorine Process. ACS ES&T Engineering, [PMID:] [10.1021/acsestengg.5c00055] |
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