Determine the necessary mass, volume, or concentration for preparing a solution.
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≥95% 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 27 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
The quinones of polycyclic aromatic hydrocarbons are present in abundance in all burnt organic material.On being used to passivate silicon surfaces, it reacts with the dangling bonds on the surface via a heteroatomic Diels-Alder reaction. On account of the Π-electron conjugation, the semi conducting nature of the silicon is unaffected.
9,10-Phenanthrenequinon may be used for high quality passivation on silicon (100) surfaces. Quinones may serve as substrates for a variety of flavoenzymes.
| Pubchem Sid | 488180150 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180150 |
| Canonical Smiles | C1=CC=C2C(=C1)C3=CC=CC=C3C(=O)C2=O |
| IUPAC Name | phenanthrene-9,10-dione |
| InChIKey | YYVYAPXYZVYDHN-UHFFFAOYSA-N |
| INCHI | 1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H |
| Isomeric SMILES | C1=CC=C2C(=C1)C3=CC=CC=C3C(=O)C2=O |
| WGK Germany | 3 |
| RTECS | SF7875000 |
| Molecular Weight | 208.21 |
| Beilstein | 608838 |
| Reaxy-Rn | 608838 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=608838&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 | Benzenoids |
| Class | Phenanthrenes and derivatives |
| Subclass | Phenanthraquinones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenanthraquinones |
| Alternative Parents | Hydrophenanthrenes Naphthalenes O-quinones Aryl ketones Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Phenanthraquinone - Hydrophenanthrene - Naphthalene - Aryl ketone - Quinone - O-quinone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenanthraquinones. These are phenanthrene derivatives containing two ketone groups at position C9 and C10, respectively. |
| External Descriptors | phenanthrenes |
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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 |
|---|---|---|---|
| Certificate of Analysis | Sep 16, 2025 | P106381 | |
| Certificate of Analysis | Sep 16, 2025 | P106381 | |
| Certificate of Analysis | Sep 08, 2025 | P106381 | |
| Certificate of Analysis | Sep 08, 2025 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 | |
| Certificate of Analysis | Mar 24, 2023 | P106381 |
| Solubility | Insoluble in water. |
|---|---|
| Flash Point(°F) | 473℉ |
| Flash Point(°C) | 245 °C |
| Boil Point(°C) | 360°C |
| Melt Point(°C) | 209-212 °C(lit.) |
| Molecular Weight | 208.210 g/mol |
| XLogP3 | 2.500 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 208.052 Da |
| Monoisotopic Mass | 208.052 Da |
| Topological Polar Surface Area | 34.100 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 289.000 |
| 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. Qiushuang Li, Bing Zhao, Xiangdong Kong, Liyan Wang, Wei Kan, Bo Song, Rui Yu, Pengfei Zhang. (2023) Multi-responsive fluorescent covalent organic framework based on phenanthro[9,10-d]imidazole moiety for relayed detection of Cu2+/Al3+ followed by PO43− and its applications. DYES AND PIGMENTS, [PMID:] [10.1016/j.dyepig.2023.111886] |
| 2. Junqi Liu, Meng Wang, Saijin Wang, Yanli Zhao, Shi Zhou, Jinlian Li, Dongmei Wu. (2023) Assessment of oxygenated polycyclic aromatic hydrocarbon cytotoxicity using TiO2-MXene/MWCNTs/PDA/GCE electrochemical sensor. ELECTROCHIMICA ACTA, [PMID:] [10.1016/j.electacta.2023.143515] |
| 3. Minghui Liu, Shibo Sun, Yao Meng, Ling Wang, Haowen Liu, Wuyang Shi, Qiuyu Zhang, Weiping Xu, Bingbing Sun, Jianqiang Xu. (2023) Benzophenanthridine Alkaloid Chelerythrine Elicits Necroptosis of Gastric Cancer Cells via Selective Conjugation at the Redox Hyperreactive C-Terminal Sec498 Residue of Cytosolic Selenoprotein Thioredoxin Reductase. MOLECULES, 28 (19): (6842). [PMID:37836684] [10.3390/molecules28196842] |
| 4. Wang Xue, Ji Ting, Zhao Jie, Ding Zhao. (2023) 9,10-phenanthrenequinone anchored on nitrogen-doped carbon nanotubes for symmetrical supercapacitors with enhanced performance. JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS, 34 (12): (1-16). [PMID:] [10.1007/s10854-023-10439-1] |
| 5. Yitao Lv, Yi Zhang, Yunyin Yang, Jingyan Li, Jiacheng Wang, Xilin Xiao, Min Zhang. (2023) Strategy of In Situ Electrochemical Regulation for Highly Enhanced Nonenzymatic Sensing of Carbaryl. ANALYTICAL CHEMISTRY, [PMID:36802553] [10.1021/acs.analchem.2c04373] |
| 6. Di Li, Chuan Wang, Jiahui Hu, Wu Tang, Shan Jia, Meichen Guo, Cong Fan. (2022) Phenanthraquinone-based polymer organic cathodes for highly efficient Na-ion batteries. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.137745] |
| 7. Jian Wang, Suhua Luo. (2022) Volume holographic storage using sync-angular multiplexing by rotating material in thick photopolymer. OPTICS AND LASER TECHNOLOGY, [PMID:] [10.1016/j.optlastec.2022.108295] |
| 8. Wenjuan Li, Yan Wu, Conghu Li, Liangliang Zhu. (2021) Effect of (E,E)-2,4-decadienal on Side-Chain Modification, Conformation Change, and Aggregation of Bovine Serum Albumin. EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 124 (1): (2100066). [PMID:] [10.1002/ejlt.202100066] |
| 9. Wenquan Huang, Yuehua Deng, Liping Ye, Qiuling Xie, Yanbin Jiang. (2021) Enhancing hemocompatibility and the performance of Au@silica nanoparticles by coating with cRGD functionalized zein. Materials Science & Engineering C-Materials for Biological Applications, [PMID:33965097] [10.1016/j.msec.2021.112064] |
| 10. Yangyang Liu, Tao Wang, Xiaozhong Fang, Yue Deng, Hanyun Cheng, Aziz-Ur-Rahim Bacha, Iqra Nabi, Liwu Zhang. (2020) Brown carbon: An underlying driving force for rapid atmospheric sulfate formation and haze event. SCIENCE OF THE TOTAL ENVIRONMENT, [PMID:32464390] [10.1016/j.scitotenv.2020.139415] |
| 11. Shuai Ji, Xian Shao, Zhen-yu Su, Lei Ji, Yu-jie Wang, Yun-su Ma, Lu Zhao, Yan Du, Meng-zhe Guo, Dao-quan Tang. (2019) Segmented scan modes and polarity-based LC-MS for pharmacokinetic interaction study between Fufang Danshen Dripping Pill and Clopidogrel Bisulfate Tablet. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:31202879] [10.1016/j.jpba.2019.05.055] |
| 12. Yaqin Gao, Yan Lyu, Xiang Li. (2019) Size distribution of airborne particle-bound PAHs and o-PAHs and their implications for dry deposition. Environmental Science-Processes & Impacts, 21 (7): (1184-1192). [PMID:31188374] [10.1039/C9EM00174C] |
| 13. Wenjuan Li, Haiyan Gao, Honglei Mu, Hangjun Chen, Xiangjun Fang, Yongjun Zhou, Fei Tao. (2015) Three different active aldehydes induce the production of advanced lipoxidation end products upon incubation with bovine serum albumin. EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 117 (9): (1432-1443). [PMID:] [10.1002/ejlt.201400339] |
| 14. Gong Hao, He Zihao, Peng Anlin, Zhang Xin, Cheng Biao, Sun Yue, Zheng Ling, Huang Kun. (2014) Effects of several quinones on insulin aggregation. Scientific Reports, 4 (1): (1-8). [PMID:25008537] [10.1038/srep05648] |
| 15. Ting Xu, Xiaoting Yan, Ayue Kang, Longhua Yang, Xinhui Li, Yue Tian, Ruige Yang, Shangshang Qin, Yong Guo. (2024) Development of Membrane-Targeting Fluorescent 2-Phenyl-1H-phenanthro[9,10-d]imidazole-Antimicrobial Peptide Mimic Conjugates against Methicillin-Resistant Staphylococcus aureus. JOURNAL OF MEDICINAL CHEMISTRY, [PMID:38491982] [10.1021/acs.jmedchem.4c00436] |
| 16. Xiaoqing Han, Xingbo Wang, Jiao Yan, Panpan Song, Yanjing Wang, Yaqing Kang, Abdur Rauf, Haiyuan Zhang. (2024) Multifunctional biosynthesized magnetosome for multimodal imaging and combined therapy of tumor. Materials Today Bio, [PMID:39839492] [10.1016/j.mtbio.2024.101429] |
| 17. Chang Liu, Lu Ren, Jing Wang, Ping Wu, Yanqi Liu, Yujie Shang, Dawei Zhang. (2024) NCS-catalyzed synthesis of 2,4,5-triaryl-1H-imidazole and its selective detection of iron ions. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2024.138989] |
| 18. Ning Xia, Fengli Gao, Gang Liu, Yong Chang, Lin Liu. (2024) Pyrroloquinoline quinone exhibiting peroxidase-mimicking property for colorimetric assays. ANALYTICA CHIMICA ACTA, [PMID:39643317] [10.1016/j.aca.2024.343468] |
| 19. Qiushuang Li, Lantian Li, Bing Zhao, Yuqian He, Xiuwen Wang, Wei Kan, Li Sun, Liyan Wang. (2025) Synergistic O-Containing Triazine and Imidazole Linker in Covalent Organic Frameworks for Electrochemical Hydrogen Evolution. ACS Applied Polymer Materials, [PMID:] [10.1021/acsapm.4c03046] |
| 20. Ling Wang, Shibo Sun, Haowen Liu, Qiuyu Zhang, Yao Meng, Fan Sun, Jianjun Zhang, Haiyan Liu, Weiping Xu, Zhiwei Ye, Jie Zhang, Bingbing Sun, Jianqiang Xu. (2024) Thioredoxin reductase inhibition and glutathione depletion mediated by glaucocalyxin A promote intracellular disulfide stress in gastric cancer cells. FEBS Journal, [PMID:39434427] [10.1111/febs.17301] |
| 21. Mingyang Zhong, Tevin Li, Shouyi Yuan, Junwei Lucas Bao, Yonggang Wang. (2025) Enhancing the Electrochemical Performance of Small Quinone Organic Electrode via High-Concentration Zn2+/K+ Hybrid Electrolyte for Aqueous Batteries. Small, [PMID:40641273] [10.1002/smll.202501112] |
| 22. Yao Meng, Shibo Sun, Guoying Wang, Haowen Liu, Wuyang Shi, Yue Zhang, Zihan Wang, Jing Zhao, Haiyan Liu, Zhuo Yang, Kun Ma, Weiping Xu, Jiangning Gu, Jianqiang Xu. (2025) Mutational analysis of TXNRD1 reveals the essential role of Trp114 in TRP14 reduction and identifies key determinants of enzymatic activity and thermostability. FREE RADICAL BIOLOGY AND MEDICINE, [PMID:40639632] [10.1016/j.freeradbiomed.2025.07.009] |
| 23. Wuyang Shi, Shibo Sun, Haowen Liu, Yao Meng, Kangshuai Ren, Guoying Wang, Minghui Liu, Jiaqi Wu, Yue Zhang, Huang Huang, Meiyun Shi, Weiping Xu, Qiang Ma, Bingbing Sun, Jianqiang Xu. (2024) Guiding bar motif of thioredoxin reductase 1 modulates enzymatic activity and inhibitor binding by communicating with the co-factor FAD and regulating the flexible C-terminal redox motif. Redox Biology, [PMID:38277963] [10.1016/j.redox.2024.103050] |
| 24. Mengyuan Lv, Minghao Zhai, Yunlong Zang, Ziyu Zhuang, Xinying Lv, Wanan Cai, Haijun Niu, Tingting Zhou, Wen Wang. (2024) Bifunctionalized polyamides based on quinoxaline structure for durable electrochromic display and memory storage. EUROPEAN POLYMER JOURNAL, [PMID:] [10.1016/j.eurpolymj.2024.113012] |
| 25. Hanziyi Zhou, Shibo Sun, Haowen Liu, Tong Li, Yiran Xu, Rui Yang, Haiyan Liu, Leiyu He, Weiping Xu, Shui Guan, Jianqiang Xu. (2025) PK11007 Covalently Inhibits Thioredoxin Reductase 1 to Induce Oxidative Stress and Autophagy Impairment in NSCLC Cells. Antioxidants, 14 (10): (1222). [PMID:41154531] [10.3390/antiox14101222] |
| 26. Jianding Li, Jinwen Wu, Min Li, Yanling Hu, Yifeng Du, Xueqing Yu, Huajun Zhao, Yinan Huang, Liqing He. (2025) Redox-active phenanthrenequinone as a molecular electron bridge for ultrastable Pd-catalyzed formic acid electrooxidation. DALTON TRANSACTIONS, 54 (48): (17998-18008). [PMID:41277412] [10.1039/D5DT01941A] |
| 27. Ting Xu, Xiaoting Yan, Tingting Wang, Liping Cui, Shangshang Qin, Ruige Yang, Hong Yao, Yong Guo. (2026) Overcoming Methicillin-Resistant Staphylococcus aureus Infections by Disrupting Membrane Integrity and Inducing DNA Degradation with A Dual-Mechanism Fluorescent Phenanthro[9,10-d]imidazole Molecule. Research, [PMID:] [10.34133/research.1242] |