≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Room temperature,Desiccated,Cool 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 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
2,5-Hexanedione is a neurotoxic metabolite of n-hexanes and methyl n-butyl ketone. 2,5-Hexanedione is also used as the starting material for diels-alder cycloaddition reactions, such as a reactions with amines to form 2,5-dimethylpyrroles.
A useful starting reagent for diels-alder cycloaddition reactions
| Pubchem Sid | 504751552 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751552 |
| Sonrisas canónicas | CC(=O)CCC(=O)C |
| IUPAC Name | hexane-2,5-dione |
| InChIKey | OJVAMHKKJGICOG-UHFFFAOYSA-N |
| INCHI | 1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3 |
| Isómeros SMILES | CC(=O)CCC(=O)C |
| WGK Alemania | 2 |
| RTECS | MO3150000 |
| Número ONU | 1224 |
| Grupo de embalaje | I |
| Peso molecular | 114.14 |
| Beilstein | 506525 |
| Reaxy-Rn | 506525 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=506525&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 oxygen compounds |
| Clase | Organooxygen compounds |
| Subclass | Carbonyl compounds |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Ketones |
| Alternative Parents | Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Ketone - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. |
| External Descriptors | Oxygenated hydrocarbons |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
 E2621422 | Certificate of Analysis | Apr 18, 2026 | H106698 |
| E2621435 | Certificate of Analysis | Apr 18, 2026 | H106698 |
| A2220116 | Certificate of Analysis | Oct 29, 2025 | H106698 |
| A2220136 | Certificate of Analysis | Oct 29, 2025 | H106698 |
| F2503352 | Certificate of Analysis | Aug 17, 2024 | H106698 |
| E2528402 | Certificate of Analysis | Aug 17, 2024 | H106698 |
| H2406612 | Certificate of Analysis | Jul 26, 2024 | H106698 |
| H2406613 | Certificate of Analysis | Jul 26, 2024 | H106698 |
| H2406614 | Certificate of Analysis | Jul 26, 2024 | H106698 |
| A2220111 | Certificate of Analysis | Dec 27, 2021 | H106698 |
| A2220117 | Certificate of Analysis | Dec 27, 2021 | H106698 |
| D2415423 | Certificate of Analysis | Dec 27, 2021 | H106698 |
| D2415424 | Certificate of Analysis | Dec 27, 2021 | H106698 |
| G2319524 | Certificate of Analysis | Dec 27, 2021 | H106698 |
| G2319539 | Certificate of Analysis | Dec 27, 2021 | H106698 |
| Solubilidad | Completely miscible in water, soluble in ether, ethanol |
|---|---|
| Sensibilidad | Light sensitive |
| Índice de refracción | 1.425 |
| Punto de inflamación (°F) | 174.2 ℉ |
| Punto de inflamación (°C) | 79 ℃ |
| Punto de ebullición (°C) | 191°C |
| Punto de fusión (°C) | -6--5°C |
| Peso molecular | 114.140 g/mol |
| XLogP3 | -0.300 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Exact Mass | 114.068 Da |
| Monoisotopic Mass | 114.068 Da |
| Topological Polar Surface Area | 34.100 Ų |
| Heavy Atom Count | 8 |
| Formal Charge | 0 |
| Complexity | 91.100 |
| 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 |
| 1. Chengming Wu, Hongbo Chen, Jifan Li, Chun-Ling Liu, Wen-Sheng Dong. (2023) Zirconium-tin phosphate as an efficient catalyst for renewable p-xylene synthesis from biobased 2,5-dimethylfuran and ethylene. APPLIED CATALYSIS A-GENERAL, [PMID:] [10.1016/j.apcata.2023.119521] |
| 2. Jiahong Zhang, Jiaqi Xu, Xinrou Huang, Qiao Zhang, Guangxing Yang, Zhiting Liu, Feng Peng. (2023) Electrocatalytic hydrogenation of 5-hydroxymethyfurfural reactions promoted by CuZn catalysts. Materials Today Sustainability, [PMID:] [10.1016/j.mtsust.2023.100653] |
| 3. Chengming Wu, Quan Wang, Jifan Li, Chun-Ling Liu, Wen-Sheng Dong. (2023) Insight into the enhanced catalytic performance of phosphate-modified ZrO2/SBA-15 for the conversion of biobased 2,5-dimethylfuran and ethylene into p-xylene. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.148031] |
| 4. Chengming Wu, Ting Wu, Jifan Li, Chun-Ling Liu, Wen-Sheng Dong. (2023) Highly efficient catalytic conversion of biomass-derived 2,5-dimethylfuran into renewable p-xylene over zirconium phosphate catalysts. APPLIED CATALYSIS A-GENERAL, [PMID:] [10.1016/j.apcata.2023.119323] |
| 5. Liwei Ni, Shiying Yang, Wenze Qiu, Jialei Jin, Qiyue Xu, Shuliang Ye. (2023) Mechanism study of the N-butoxycarbonyl-2,5-dimethylpyrrole synthesis reaction based on in-situ FTIR monitoring. VIBRATIONAL SPECTROSCOPY, [PMID:] [10.1016/j.vibspec.2023.103558] |
| 6. Wei Guo, Ben Li, Haijun Chi, Zhongliang Jiang, Liu Qing Wei, Edward D. Ramsey. (2023) On-line SFC-UV/Vis-MS using flow selection interfaces to monitor continuous flow single and sequential stage organic reactions in supercritical carbon dioxide. JOURNAL OF SUPERCRITICAL FLUIDS, [PMID:] [10.1016/j.supflu.2023.105957] |
| 7. Yamei Lin, Fei Wang, Enxiang Ren, Fuying Zhu, Qiang Zhang, Guo-Ping Lu. (2022) N, Si-codoped carbon-based iron catalyst for efficient, selective synthesis of pyrroles from nitroarenes: The role of Si doping. JOURNAL OF CATALYSIS, [PMID:] [10.1016/j.jcat.2022.10.017] |
| 8. Chengming Wu, Zhao Yang, Jifan Li, Chun-Ling Liu, Wen-Sheng Dong. (2022) Efficient and sustainable production of p-xylene from biomass-derived 2,5-dimethylfuran and ethylene using alkali metal doped phosphotungstic acid catalysts. Sustainable Energy & Fuels, 6 (19): (4458-4469). [PMID:] [10.1039/D2SE00863G] |
| 9. Ruikun Wang, Zhaohua Lin, Pingbo Peng, Shiteng Tan, Zhenghui Zhao, Qianqian Yin, Chunbo Wang. (2022) Influence mechanism of aqueous organic components on the hydrochar formation reaction during the biomass hydrothermal carbonization wastewater recycling. FUEL, [PMID:] [10.1016/j.fuel.2022.125033] |
| 10. Yanliang Yang, Dexi Yang, Chi Zhang, Min Zheng, Ying Duan. (2020) Preparation of 1-Hydroxy-2,5-hexanedione from HMF by the Combination of Commercial Pd/C and Acetic Acid. MOLECULES, 25 (11): (2475). [PMID:32471053] [10.3390/molecules25112475] |
| 11. Zhang Xinglei, Pei Miaorong, Wu Debo, Yang Shuiping, Le Zhanggao. (2019) Real-time monitoring of the reaction between aniline and acetonylacetone using extractive electorspray ionization tandem mass spectrometry. Scientific Reports, 9 (1): (1-8). [PMID:31848445] [10.1038/s41598-019-55921-1] |
| 12. Jun Zhang, Kaijun Dong, Weimin Luo. (2019) PdCl2-catalyzed hydrodeoxygenation of 5-hydroxymethylfurfural into 2,5-dimethylfuran at room-temperature using polymethylhydrosiloxane as the hydrogen donor. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2019.03.011] |
| 13. Gao-Wei Zheng, Yuan-Yang Liu, Qi Chen, Lei Huang, Hui-Lei Yu, Wen-Yong Lou, Chun-Xiu Li, Yun-Peng Bai, Ai-Tao Li, Jian-He Xu. (2017) Preparation of Structurally Diverse Chiral Alcohols by Engineering Ketoreductase CgKR1. ACS Catalysis, [PMID:] [10.1021/acscatal.7b01933] |
| 14. Chun-yan Chen, Xiao-ya Guo, Guang-qiang Lu, Christian Marcus Pedersen, Yan Qiao, Xiang-lin Hou, Ying-xiong Wang. (2017) Graphene oxide: a novel acid catalyst for the synthesis of 2,5-dimethyl-N-phenyl pyrrole by the Paal–Knorr condensation. NEW CARBON MATERIALS, [PMID:] [10.1016/S1872-5805(17)60013-6] |
| 15. Ning Cui, Junmin Qian, Na Zhao, Hongjie Wang. (2014) Functional hyaluronic acid hydrogels prepared by a novel method. Materials Science & Engineering C-Materials for Biological Applications, [PMID:25491866] [10.1016/j.msec.2014.10.001] |
| 16. Lanchang Gao, Liu Bing, Zehui Zhang, Huang Kecheng, Hu Xiaoyun, Kejian Deng. (2013) Efficient synthesis of N-substituted pyrroles catalyzed by a novel an organic–inorganic hybrid solid acid catalyst. JOURNAL OF ORGANOMETALLIC CHEMISTRY, [PMID:] [10.1016/j.jorganchem.2013.03.018] |
| 17. Guangyue Xu, Jianhua Guo, Ying Zhang, Yao Fu, Jinzhu Chen, Longlong Ma, Qingxiang Guo. (2015) Selective Hydrogenation of Phenol to Cyclohexanone over Pd–HAP Catalyst in Aqueous Media. ChemCatChem, 7 (16): (2485-2492). [PMID:] [10.1002/cctc.201500442] |
| 18. Zhiyang Tang, Xianyuan Wu, Jie Qu, Xinjun He, Fukun Li, Jinxing Long, Qiang Zeng, Haixia Su, Hongyan He, Xuehui Li. (2026) Syngas-Promoted Selective Catalytic Hydrogenolysis of Cellulose into C6-Ketones. Green Energy & Environment, [PMID:] [10.1016/j.gee.2026.02.003] |
