≥97% 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 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
It does not absorb water, soluble in benzene, toluene, acetone, chloroform, etc., and has deliquescence.
| Pubchem Sid | 488181816 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488181816 |
| Sonrisas canónicas | C1C2C=CC1C3C2C(=O)OC3=O |
| IUPAC Name | 4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione |
| InChIKey | KNDQHSIWLOJIGP-UHFFFAOYSA-N |
| INCHI | 1S/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2 |
| Isómeros SMILES | C1C2C=CC1C3C2C(=O)OC3=O |
| WGK Alemania | 3 |
| RTECS | DT5600000 |
| Peso molecular | 164.16 |
| Beilstein | 150228 |
| Reaxy-Rn | 150228 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=150228&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 | Organic acids and derivatives |
| Clase | Carboxylic acids and derivatives |
| Subclass | Dicarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dicarboxylic acids and derivatives |
| Alternative Parents | Tetrahydrofurans Carboxylic acid anhydrides Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Dicarboxylic acid or derivatives - Tetrahydrofuran - Carboxylic acid anhydride - Lactone - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. |
| 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 |
|---|---|---|---|
 I2308075 | Certificate of Analysis | Sep 14, 2023 | N491849 |
| I2308661 | Certificate of Analysis | Sep 14, 2023 | N491849 |
| I2308666 | Certificate of Analysis | Sep 14, 2023 | N491849 |
| C23111170 | Certificate of Analysis | Apr 24, 2023 | N491849 |
| C23111171 | Certificate of Analysis | Apr 24, 2023 | N491849 |
| C23111184 | Certificate of Analysis | Apr 24, 2023 | N491849 |
| C23111177 | Certificate of Analysis | Apr 01, 2023 | N491849 |
| L2210253 | Certificate of Analysis | Dec 16, 2022 | N491849 |
| L2210254 | Certificate of Analysis | Dec 16, 2022 | N491849 |
| L2210293 | Certificate of Analysis | Dec 16, 2022 | N491849 |
| L2210478 | Certificate of Analysis | Dec 16, 2022 | N491849 |
| L2212353 | Certificate of Analysis | Dec 16, 2022 | N491849 |
| Sensibilidad | Hygroscopic. |
|---|---|
| Punto de fusión (°C) | 158-165°C |
| Peso molecular | 164.160 g/mol |
| XLogP3 | 0.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 164.047 Da |
| Monoisotopic Mass | 164.047 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 277.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 4 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xiong Xiao, Yuchu Yang, Yushang Lai, Ziwei Huang, Chenxi Li, Shaojie Yang, Chuan Niu, Liping Yang, Li Feng. (2023) Customization of an Ultrafast Thiol–Norbornene Photo-Cross-Linkable Hyaluronic Acid–Gelatin Bioink for Extrusion-Based 3D Bioprinting. BIOMACROMOLECULES, [PMID:37883334] [10.1021/acs.biomac.3c00887] |
| 2. Yongshuang Huang, Jie Li, Meizhou Qi, Guifu Si, Chen Tan. (2023) In Situ Modification to Reinforce Isoprene Rubber by Sacrificial Bonds. ACS Applied Polymer Materials, [PMID:] [10.1021/acsapm.3c00304] |
| 3. Yinfu Luo, Long Ni, Lu Shen, Chen Qiu, Pengbo Liu, Mei Liang, Huawei Zou, Shengtai Zhou. (2023) Fabrication of Rigid Polyimide Foams by Constructing Dual Crosslinking Network Structures. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.2c03496] |
| 4. Yinfu Luo, Long Ni, Xueqin Zhang, Xinyue Jiang, Huawei Zou, Shengtai Zhou, Mei Liang, Pengbo Liu. (2022) Fabrication of Rigid Polyimide Foams with Superior Compressive Properties. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.1c04059] |
| 5. Cailing Zhao, Zejia Wu, Hanyu Chu, Tao Wang, Shuai Qiu, Jing Zhou, Qingtang Zhu, Xiaolin Liu, Daping Quan, Ying Bai. (2021) Thiol-Rich Multifunctional Macromolecular Crosslinker for Gelatin-Norbornene-Based Bioprinting. BIOMACROMOLECULES, [PMID:34057830] [10.1021/acs.biomac.1c00421] |
| 6. Zhigeng Chen, Yubin Zhou, Yancheng Wu, Shumei Liu, Haohao Huang, Jianqing Zhao. (2019) Fluorinated polyimide with polyhedral oligomeric silsesquioxane aggregates: Toward low dielectric constant and high toughness. COMPOSITES SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.compscitech.2019.107700] |
| 7. Xue Dong, Rong-Tao Duan, Yan-Peng Ni, Zhi-Jie Cao, Li Chen, Yu-Zhong Wang. (2017) Fire behavior of novel imidized norbornene-containing poly(ethylene terephthalate) copolymers: Influence of retro-Diels-Alder reaction at high temperature. POLYMER DEGRADATION AND STABILITY, [PMID:] [10.1016/j.polymdegradstab.2017.09.022] |
| 8. Jun Yang, Yuanrong Cheng, Yunxia Jin, Fei Xiao. (2013) Synthesis and properties of novel benzocyclobutene-functionalized siloxane thermosets. POLYMER INTERNATIONAL, 62 (12): (1684-1691). [PMID:] [10.1002/pi.4467] |
| 9. Juan Long, Zhiqiang Li, Tuhua Zhong. (2024) Fabrication of clickable bamboo-sourced cellulose nanofibrils for diverse surface modifications: Hydrophobicity and fluorescence functionalities. CARBOHYDRATE POLYMERS, [PMID:39562065] [10.1016/j.carbpol.2024.122786] |
| 10. Cuiqing Zhou, Binbin Sun, Long Ni, Haichao Meng, Yinfu Luo, Mei Liang, Huawei Zou. (2024) Lightweight Porous Carbon Foams via Pyrolysis of Robust Polyimide Foams for Efficient Broadband Microwave Absorption. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.4c00121] |
| 11. Cuiqing Zhou, Junyu Lu, Mushan Yuan, Long Ni, Haichao Meng, Shaoyu Qiu, Mei Liang, Yinfu Luo, Huawei Zou. (2025) Lightweight, thermal-insulating, flame-retardant Co@CNT composite carbon foam for efficient broadband electromagnetic wave absorption. COMPOSITES PART A-APPLIED SCIENCE AND MANUFACTURING, [PMID:] [10.1016/j.compositesa.2025.108791] |
| 12. Cuiqing Zhou, Long Ni, Junyu Lu, Haichao Meng, Yinfu Luo, Mei Liang, Huawei Zou. (2024) Robust and multifunctional polyimide composite foams via microsphere foaming towards efficient thermal insulation and broadband microwave absorption. POLYMER, [PMID:] [10.1016/j.polymer.2024.127684] |
| 13. Nengde Liang, Jingyue Li, YingJian Chen, Miao Zhang, Bin Xie, Zelin Sun, Liu Zhong, Qiwei Wang, Wai-Yeung Wong. (2025) Norbornenyl-Modified Nanosilica for Reinforced Polydicyclopentadiene Composites. POLYMER COMPOSITES, [PMID:] [10.1002/pc.70177] |
| 14. Cuiqing Zhou, Mushan Yuan, Xiaochuang Di, Shaoyu Qiu, Mei Liang, Yinfu Luo, Huawei Zou. (2025) Tunable 1T-Phase MoS2/CNT reinforced carbon foams for enhanced low-frequency electromagnetic wave absorption. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.162574] |
