10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Argon charged,Store at -80°C Ships Dry ice packs + Cold packs 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 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
4-Ethynylanisole forms the corresponding propargyl aldehyde in good yield directly from DMF-dimethyl acetal without the need for making an acetylide salt. 1,3-dipolar cycloaddition of acceptor-cyclopropylmethylsilanes affords functionalized cyclopentenes in good yields.
Usually used in the synthesis of photoluminescent 1,2-dihydrophosphinines via a [4 + 2] cycloaddition.
| Isomeric SMILES | COC1=CC=C(C=C1)C#C |
|---|---|
| WGK Germany | 3 |
| Molecular Weight | 132.16 |
| Beilstein | 6(4)4064 |
| Reaxy-Rn | 742173 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=742173&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 →| Solubility | Insoluble in water. Soluble in chloroform, acetone, dichloromethane, and methanol |
|---|---|
| Sensitivity | Light sensitive;air sensitive;heat sensitive |
| Refractive Index | 1.564 |
| Flash Point(°F) | 179.6 °F |
| Flash Point(°C) | 82 °C |
| Boil Point(°C) | 87-91 °C/11 mmHg |
| Melt Point(°C) | 28-29°C |
| 1. Qingxia Zhu, Xiaowen Lu, Siqi Ji, Honghong Li, Jun Wang, Zhijun Li. (2021) Fully exposed cobalt nanoclusters anchored on nitrogen-doped carbon synthesized by a host-guest strategy for semi-hydrogenation of phenylacetylene. JOURNAL OF CATALYSIS, [PMID:] [10.1016/j.jcat.2021.11.021] |
| 2. Minkang Li, Lina Zhang, Zhongzheng Zhang, Jialin Shi, Yuefeng Liu, Jiansong Chen, Nannan Sun, Wei Wei. (2021) SiO2-Coated Ag Nanoparticles for Conversion of Terminal Alkynes to Propolic Acids via CO2 Insertion. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.1c01101] |
| 3. Zhijun Li, Qinghui Ren, Xuexia Wang, Wenxing Chen, Leipeng Leng, Mingyang Zhang, J. Hugh Horton, Bo Liu, Qian Xu, Wei Wu, Jun Wang. (2021) Highly Active and Stable Palladium Single-Atom Catalyst Achieved by a Thermal Atomization Strategy on an SBA-15 Molecular Sieve for Semi-Hydrogenation Reactions. ACS Applied Materials & Interfaces, [PMID:33412851] [10.1021/acsami.0c17570] |
| 4. Pan Jiang, Hongkun Li, Wei Liu, Yi Li, Baozong Li, Yonggang Yang. (2021) Silica covering driven intensity enhancement and handedness inversion of the CPL signals of the supramolecular assemblies. NEW JOURNAL OF CHEMISTRY, 45 (20): (8986-8992). [PMID:] [10.1039/D1NJ01327K] |
| 5. Cheng Yuan, Qiqi Wu, Ke-Xin Xu, Xing-Shi Liu, Hao Lou, Yi-Tong Xu, Zheng Li, Yuanyuan Meng, Tan Li, Rui Ban, Guangxu Chen, Wei-Wei Zhao. (2024) Metal-organic polymer enables efficient organic photoelectrochemical transistor biosensing. BIOSENSORS & BIOELECTRONICS, [PMID:38688230] [10.1016/j.bios.2024.116346] |
| 6. Qian Zhengyi, Han Guokang, Tan Yingjun, Ye Na, Wang Shuguang, Lin Zheng, Huang Qizheng, Gu Yu, Guo Hongyu, Liu Fei, Wang Kai, Li Lu, Shang Changshuai, Luo Mingchuan, Guo Shaojun. (2025) σ-π dative bond stabilizing copper active site drives CO2 electrocatalysis to hydrocarbon. Nature Communications, [PMID:41381480] [10.1038/s41467-025-66140-w] |
