Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Argon charged Ships FedEx DG Service 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 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 504751155 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751155 |
| Canonical Smiles | C1=CC2=C3C(=C1)C(=O)OC(=O)C3=CC=C2 |
| IUPAC Name | 3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione |
| InChIKey | GRSMWKLPSNHDHA-UHFFFAOYSA-N |
| INCHI | 1S/C12H6O3/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(14)15-11/h1-6H |
| Isomeric SMILES | C1=CC2=C3C(=C1)C(=O)OC(=O)C3=CC=C2 |
| WGK Germany | 2 |
| RTECS | QK5350000 |
| Molecular Weight | 198.17 |
| Beilstein | 153190 |
| Reaxy-Rn | 153190 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=153190&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 | Naphthalenes |
| Subclass | Naphthalenecarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1,8-naphthalic anhydrides |
| Alternative Parents | 2-benzopyrans Dicarboxylic acids and derivatives Carboxylic acid anhydrides Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 1,8-naphthalic anhydride - 2-benzopyran - Benzopyran - Dicarboxylic acid or derivatives - Carboxylic acid anhydride - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1,8-naphthalic anhydrides. These are organic aromatic compounds that contain a naphthalene carrying two carboxyl groups at the 1- and 8-positions. In naphthalene anhydrides, the two carboxyl groups at the 1- and 8-positions share one oxygen atom. |
| External Descriptors | cyclic dicarboxylic anhydride |
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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 | Apr 28, 2026 | N108921 | |
| Certificate of Analysis | Apr 28, 2026 | N108921 | |
| Certificate of Analysis | Apr 28, 2026 | N108921 | |
| Certificate of Analysis | Apr 28, 2026 | N108921 | |
| Certificate of Analysis | Jul 09, 2024 | N108921 | |
| Certificate of Analysis | Jul 09, 2024 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Nov 22, 2023 | N108921 | |
| Certificate of Analysis | Jan 09, 2023 | N108921 | |
| Certificate of Analysis | Jan 09, 2023 | N108921 | |
| Certificate of Analysis | Jan 09, 2023 | N108921 | |
| Certificate of Analysis | Jan 09, 2023 | N108921 | |
| Certificate of Analysis | Jan 09, 2023 | N108921 | |
| Certificate of Analysis | Jul 26, 2022 | N108921 | |
| Certificate of Analysis | Jul 26, 2022 | N108921 | |
| Certificate of Analysis | Jul 26, 2022 | N108921 | |
| Certificate of Analysis | Jul 26, 2022 | N108921 | |
| Certificate of Analysis | Jun 01, 2021 | N108921 |
| Solubility | Soluble in ether and alcohol. Slightly soluble in acetic acid. Insoluble in water. |
|---|---|
| Sensitivity | Moisture sensitive |
| Flash Point(°F) | 272°C |
| Flash Point(°C) | 272°C |
| Melt Point(°C) | 267-269°C |
| Molecular Weight | 198.170 g/mol |
| XLogP3 | 2.300 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 198.032 Da |
| Monoisotopic Mass | 198.032 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 282.000 |
| 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. Jingjing Zuo, Shenghua Lv, Shan Liang, Shanshan Zhang, Jialin Wang, Dequan Wei, Leipeng Liu. (2023) Fabrication of 1,8-naphthalimide modified cellulose derivative composite fluorescent hydrogel probes and their application in the detection of Cr(VI). INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:37769762] [10.1016/j.ijbiomac.2023.127082] |
| 2. Jun Wang, Qianbo Zhang, Zhiming Chen, Xin Lan, Wenjing Shi, Zhiqiang Li. (2023) Tailoring photoluminescence and multifunctionalities of lanthanide coordination complexes employing ligand-controlled aggregation states. Inorganic Chemistry Frontiers, 10 (20): (6077-6085). [PMID:] [10.1039/D3QI01071F] |
| 3. Feng Dou, Xiaofeng Zhao, Wanying Zhang, Yingna Zhang, Meng Gao, Jiangshan Chen, Shuhong Wang, Cheng Wang. (2021) Non-volatile ternary memristors based on a polymer containing a carbazole donor with CuO NPs embedded. NEW JOURNAL OF CHEMISTRY, 46 (2): (704-713). [PMID:] [10.1039/D1NJ04711F] |
| 4. Xiaoyan Wang, Mingxing Hou, Zhenglu Shi, Xiang Liu, Isao Mizota, Hongtao Lou, Bin Wang, Xianhua Hou. (2021) Regulate Phosphorus Configuration in High P-Doped Hard Carbon as a Superanode for Sodium Storage. ACS Applied Materials & Interfaces, [PMID:33656334] [10.1021/acsami.0c23165] |
| 5. Liu Jing, Wang Shan, Wang Xiaofang. (2020) A Novel Ratiometric Fluorescent Probe for Ag+ Based on Arginine-Naphthalene Imide. JOURNAL OF MATERIALS ENGINEERING AND PERFORMANCE, 29 (8): (5126-5131). [PMID:] [10.1007/s11665-020-05006-2] |
| 6. Fangman Chen, Fan Zhang, Dan Shao, Weibin Zhang, Liqin Zheng, Wei Wang, Wendi Yang, Zheng Wang, Jianxin Chen, Wen-fei Dong, Fangnan Xiao, Yunkun Wu. (2020) Bioreducible and traceable Ru(III) prodrug-loaded mesoporous silica nanoparticles for sequentially targeted nonsmall cell lung cancer chemotherapy. Applied Materials Today, [PMID:] [10.1016/j.apmt.2020.100558] |
| 7. Nengtao Wu, Yiping Tang, Min Zeng, Jinwei Gao, Xubing Lu, Yuhui Zheng. (2018) Design of hybrid inorganic-organic nanosensor based on Fe3O4 as the core and recovery features. JOURNAL OF LUMINESCENCE, [PMID:] [10.1016/j.jlumin.2018.06.018] |
| 8. Zhaorun Tang, Jianwen Zeng, Yuewei Zheng, Zhihao Guan, Xinghai Liu. (2024) Dynamic Long-Afterglow Materials with Ultralong Lifetime for Advanced Message Encryption. Advanced Optical Materials, [PMID:] [10.1002/adom.202401627] |
| 9. Zhihao Guan, Zhaorun Tang, Jianwen Zeng, Junjie Deng, Yuewei Zheng, Houbin Li, Xinghai Liu. (2024) Molecular Engineering Enables Multi-Color Room Temperature Phosphorescence of Carbon Dots Composites Derived In Situ, Facilitating their Utilization for Advanced Information Encryption. Advanced Optical Materials, [PMID:] [10.1002/adom.202302820] |
| 10. Li Xin, Li Wenlang, Deng Ziqi, Wang Jingtian, He Shan, Ou Xinwen, Phillips David Lee, Xiao Guanjun, Zou Bo, Kwok Ryan T. K., Sun Jianwei, Lam Jacky W. Y., Guo Zhihong, Tang Ben Zhong. (2025) Building bridges through dynamic coupling for organic phosphorescence. Nature Communications, 16 (1): (1-12). [PMID:40634348] [10.1038/s41467-025-61714-0] |
| 11. Qian Zhang, Hui’e Jiang, Zhijian Li, Lijuan Chen, Fengqian Yang, Jiamin Zhang, Bo Zhang, Xinhua Liu. (2025) Non-Invasive, Non-Enzymatic, Non-Serodiagnostic, and Home-Detecting Paper-Based “Abnormal UA Alarm” for Early Diagnosis of UA Associated Diseases. Journal of Bioresources and Bioproducts, [PMID:] [10.1016/j.jobab.2025.06.002] |
| 12. Wang Qing, Yu Mingguang, Chen Guangxue, Chen Zijian, Zhong Yingying, Mo Qijie, Wang Honghu. (2025) Dual humidity-pH responsive cellulose-based phosphorescent paper for multimodal anti-counterfeiting. JOURNAL OF MATERIALS SCIENCE, [PMID:] [10.1007/s10853-025-11715-7] |
| 13. Hailiang Yang, Qian Chen, Yuankui Huang, Yaoping Hu. (2025) Carbon nitride quantum dots with full-color room-temperature phosphorescence via in situ precursor engineering and rigid matrix confinement. CARBON, [PMID:] [10.1016/j.carbon.2025.121074] |
| 14. Chen Chuanli, Yang Yuezhen, Zhang Lutong, Dai Wenbo, Lei Yunxiang, Liu Miaochang, Wu Huayue, Huang Xiaobo, Yan Dongpeng. (2026) Multiple hydrogen bonding enables large-area doped phosphorescent glasses with robust stability and high-temperature afterglow. Nature Communications, [PMID:41547867] [10.1038/s41467-026-68590-2] |
| 15. Hao Wang, Jiaxin Wang, Rui Wang, Liang Zhou. (2026) High selectivity and significant cytotoxicity of rare earth naphthalene dicarboxylate complexes on non-small cell lung cancer cells. Journal of Materials Chemistry B, [PMID:41631392] [10.1039/D5TB01473E] |
| 16. Xiaoyi Zhang, Zihang Wu, Chen Wu, Shenglan Ma, Guoliang Lin, Guohui Yan, Youqing Su, Ligeng Xu. (2026) Insights into the corrosion inhibition of novel 1,8-naphthalimide derivatives bearing primary amino groups on Q235 steel in chloride-contaminated concrete pore solution. Materials Today Chemistry, [PMID:] [10.1016/j.mtchem.2026.103389] |