≥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 32 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Methyl levulinate can be synthesized from glucose in the presence of a few drops of dilute sulfuric acid in methanol.
Methyl levulinate can undergo Meerwein–Ponndorf–Verley (MPV) reduction in the presence of lewis acid zeolite like Hf-beta to give 4-hydroxypentanoates.
| Pubchem Sid | 504754370 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504754370 |
| Canonical Smiles | CC(=O)CCC(=O)OC |
| IUPAC Name | methyl 4-oxopentanoate |
| InChIKey | UAGJVSRUFNSIHR-UHFFFAOYSA-N |
| INCHI | 1S/C6H10O3/c1-5(7)3-4-6(8)9-2/h3-4H2,1-2H3 |
| Isomeric SMILES | CC(=O)CCC(=O)OC |
| Molecular Weight | 130.14 |
| Beilstein | 3(4)1562 |
| Reaxy-Rn | 1754008 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1754008&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 |
| Class | Keto acids and derivatives |
| Subclass | Gamma-keto acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Gamma-keto acids and derivatives |
| Alternative Parents | Fatty acid methyl esters Methyl esters Ketones Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Gamma-keto acid - Fatty acid methyl ester - Fatty acid ester - Fatty acyl - Methyl ester - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 F1802020 | Certificate of Analysis | Feb 05, 2026 | N196982 |
| L1910051 | Certificate of Analysis | Sep 08, 2023 | N196982 |
| D2324044 | Certificate of Analysis | May 08, 2023 | N196982 |
| L2209131 | Certificate of Analysis | Dec 14, 2022 | N196982 |
| Solubility | It is soluble in ethanol, ether, acetone and benzene. |
|---|---|
| Refractive Index | 1.42 |
| Flash Point(°C) | 72 °C |
| Boil Point(°C) | 196 °C |
| Melt Point(°C) | 193-195 °C |
| Molecular Weight | 130.139 g/mol |
| XLogP3 | -0.100 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Exact Mass | 130.063 Da |
| Monoisotopic Mass | 130.063 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 117.000 |
| 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. Jing Guo, Feng Li, Yuting Chu, Peng Zou, Chuang Li. (2023) Conversion of Levulinic Acid and its Esters to 1,5-dimethyl-2-Pyrrolidone over a Nonnoble Metallic Ni@CeOx Catalyst. ChemSusChem, 16 (21): (e202300754). [PMID:37477629] [10.1002/cssc.202300754] |
| 2. Teng Fan, Ronghua Zhang, Junfeng Feng, Hui Pan. (2023) Directional Catalytic Conversion of Biomass Carbohydrates into High Added-value Levulinates with Bifunctionalized Metal-supported Carbon-based Catalyst. ChemistrySelect, 8 (26): (e202300328). [PMID:] [10.1002/slct.202300328] |
| 3. Nan Jiang, Xiaotong Du, Liangyu Zheng. (2023) Highly efficient synthesis of chiral lactams by using a ω-transaminase from Bacillus megaterium and its mutant enzymes. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2023.113364] |
| 4. Feiyi Chen, Yue Wang, Junhua Zhang, Huai Liu, Lincai Peng. (2023) Construction of HfO2 nanoparticles with rich hydroxyl group for the efficient catalytic transfer hydrogenation of furfural. RENEWABLE ENERGY, [PMID:] [10.1016/j.renene.2023.118916] |
| 5. Gang Wu, Haojie Yang, Wenran Gao, Kui Wang, Maxim V. Penzik, Alexander N. Kozlov, Bin Li, Yong Huang, Shu Zhang, Hong Zhang. (2022) The importance of cobalt disulfide morphology for cellulose depolymerization: Hydrogenolysis versus acid catalysis. JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, [PMID:] [10.1016/j.jaap.2022.105659] |
| 6. Xiao Yaoxin, Zhang Jun, Zhu Lingjun, Shan Rui, Yuan Haoran, Chen Yong. (2022) Electroplating sludge-derived magnetic copper-containing catalysts for selective hydrogenation of bio-based furfural. Biomass Conversion and Biorefinery, [PMID:] [10.1007/s13399-022-02970-8] |
| 7. Sibo Zhao, Xuezheng Huang, Zhenli Yan, Chun Chang, Guizhuan Xu, Chaojun Du, Youzhou Jiao, Zhiyong Chen. (2021) One-pot conversion of wheat straw into biobased chemicals in methanol/water medium using cheap mixed acid catalyst. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 102 (7): (2826-2834). [PMID:34738637] [10.1002/jsfa.11623] |
| 8. Fengjiao Lai, Feng Yan, Pengju Wang, Fan Qu, Xuehua Shen, Zuotai Zhang. (2021) Efficient one-pot synthesis of ethyl levulinate from carbohydrates catalyzed by Wells-Dawson heteropolyacid supported on Ce–Si pillared montmorillonite. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2021.129276] |
| 9. Fengjiao Lai, Feng Yan, Yingqing Wang, Chunyan Li, Jianjun Cai, Zuotai Zhang. (2021) Tungstophosphoric acid supported on metal/Si-pillared montmorillonite for conversion of biomass-derived carbohydrates into methyl levulinate. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2021.128072] |
| 10. Na Ji, Xinyong Diao, Zhihao Yu, Zhenyu Liu, Sinan Jiang, Xuebin Lu, Chunfeng Song, Qingling Liu, Degang Ma, Caixia Liu. (2021) Catalytic transfer hydrogenation of ethyl levulinate to γ-valerolactone over supported MoS2 catalysts. Catalysis Science & Technology, 11 (15): (5062-5076). [PMID:] [10.1039/D1CY00524C] |
| 11. Lincai Peng, Xueying Gao, Yao Liu, Junhua Zhang, Liang He. (2021) Coupled Transfer Hydrogenation and Alcoholysis of Furfural To Yield Alkyl Levulinate over Multifunctional Zirconia-Zeolite-Supported Heteropoly Acid. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.0c04222] |
| 12. Ligang Luo, Xiao Han, Qin Zeng. (2020) Hydrogenative Cyclization of Levulinic Acid to γ-Valerolactone with Methanol and Ni-Fe Bimetallic Catalysts. Catalysts, 10 (9): (1096). [PMID:] [10.3390/catal10091096] |
| 13. Han Chen, Qiong Xu, Du Zhang, Wenzhu Liu, Xianxiang Liu, Dulin Yin. (2020) Highly efficient synthesis of γ-valerolactone by catalytic conversion of biomass-derived levulinate esters over support-free mesoporous Ni. RENEWABLE ENERGY, [PMID:] [10.1016/j.renene.2020.09.023] |
| 14. Chen Han, Xu Qiong, Li Hui, Liu Jian, Liu Xianxiang, Huang Geng, Yin Dulin. (2020) Catalytic Transfer Hydrogenation of Ethyl Levulinate to γ-Valerolactone Over Ni Supported on Equilibrium Fluid-Catalytic-Cracking Catalysts. CATALYSIS LETTERS, 151 (2): (538-547). [PMID:] [10.1007/s10562-020-03326-5] |
| 15. Jing Gu, Jun Zhang, Yazhuo Wang, Denian Li, Hongyu Huang, Haoran Yuan, Yong Chen. (2020) Efficient transfer hydrogenation of biomass derived furfural and levulinic acid via magnetic zirconium nanoparticles: Experimental and kinetic study. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2020.112133] |
| 16. Mengmeng Wang, Lincai Peng, Xueying Gao, Liang He, Junhua Zhang. (2019) Efficient one-pot synthesis of alkyl levulinate from xylose with an integrated dehydration/transfer-hydrogenation/alcoholysis process. Sustainable Energy & Fuels, 4 (3): (1383-1395). [PMID:] [10.1039/C9SE00982E] |
| 17. Jian He, Hu Li, Yufei Xu, Song Yang. (2019) Dual acidic mesoporous KIT silicates enable one-pot production of γ-valerolactone from biomass derivatives via cascade reactions. RENEWABLE ENERGY, [PMID:] [10.1016/j.renene.2019.06.105] |
| 18. Xie Yongdi, Wang Haijun, Liu Xiang, Xia Yongmei. (2018) Zirconium tripolyphosphate as an efficient catalyst for the hydrogenation of ethyl levulinate to γ-valerolactone with isopropanol as hydrogen donor. Reaction Kinetics Mechanisms and Catalysis, 125 (1): (71-84). [PMID:] [10.1007/s11144-018-1421-1] |
| 19. Junfeng Feng, Jianchun Jiang, Chung-yun Hse, Zhongzhi Yang, Kui Wang, Jun Ye, Junming Xu. (2018) Selective catalytic conversion of waste lignocellulosic biomass for renewable value-added chemicals via directional microwave-assisted liquefaction. Sustainable Energy & Fuels, 2 (5): (1035-1047). [PMID:] [10.1039/C7SE00579B] |
| 20. Xueyan Zhang, Yue Li, Lifang Xue, Shengtian Wang, Xiaohong Wang, Zijiang Jiang. (2017) Catalyzing Cascade Production of Methyl Levulinate from Polysaccharides Using Heteropolyacids HnPW11MO39 with Brønsted/Lewis Acidic Sites. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.7b02042] |
| 21. Yongdi Xie, Fan Li, Jianjia Wang, Ruiying Wang, Haijun Wang, Xiang Liu, Yongmei Xia. (2017) Catalytic transfer hydrogenation of ethyl levulinate to γ-valerolactone over a novel porous Zirconium trimetaphosphate. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2017.09.011] |
| 22. Junfeng Feng, Jianchun Jiang, Junming Xu, Zhongzhi Yang. (2015) One-step method to produce methyl-D-glucoside from lignocellulosic biomass. RSC Advances, 5 (48): (38783-38791). [PMID:] [10.1039/C5RA04514B] |
| 23. Jinzhu Chen, Guoying Zhao, Limin Chen. (2013) Efficient production of 5-hydroxymethylfurfural and alkyl levulinate from biomass carbohydrate using ionic liquid-based polyoxometalate salts. RSC Advances, 4 (8): (4194-4202). [PMID:] [10.1039/C3RA45632C] |
| 24. Ronghua Zhang, Shikun He, Fei Wang, Bo Cai, Junfeng Feng, Hui Pan. (2024) A porous B/L acid zeolite-based catalyst regulates and controls the degradation of biomass carbohydrates to produce levulinic acid/esters. CHEMICAL PHYSICS, [PMID:] [10.1016/j.chemphys.2024.112344] |
| 25. Rulu Huang, Yue Wang, Feiyi Chen, Huai Liu, Rui Zhang, Wenlong Jia, Lincai Peng, Yong Sun, Junhua Zhang. (2024) Facile generation of unsaturated-coordinated and atomically-dispersed hafnium active sites for the highly efficient catalytic transfer hydrogenation of levulinic acid. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.154537] |
| 26. Xing Zhang, Guangyi Li, Hailu Yu, Lianqi Xing, Aiqin Wang, Wei Wang, Zhitong Zhao, Ning Li. (2024) Integration of bio-JP-10 synthetic route from furfuryl alcohol. CATALYSIS TODAY, [PMID:] [10.1016/j.cattod.2024.114987] |
| 27. Ying Qiu, Huiyu Liu, Rui Shan, Wei Zhao, Junhua Zhang, Jun Zhang, Haoran Yuan. (2024) Zr-decorated hyper-cross-linked polymers for highly selective upgrading of furfural to furfuryl alcohol. FUEL, [PMID:] [10.1016/j.fuel.2024.132291] |
| 28. Jinghua Wang, Jiangang Wang, Hongyou Cui. (2025) Formylation-mediated pretreatment: Enabling high-yield production of methyl levulinate from cellulose at high substrate loading. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.167667] |
| 29. Yu Zhang, Huai Liu, Rui Zhang, Wenlong Jia, Junhua Zhang, Lincai Peng. (2025) Understanding How Hβ Zeolite in Dimethoxymethane-Containing Medium Efficiently Coconverts Glucose and Xylose to Methyl Levulinate. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.5c00272] |
| 30. Jiewen Zhu, Gang Wu, Shasha Liu, Runjie Hu, Lifan Zhong, Jie Yang, Shu Zhang, Yong Huang. (2025) Effects of different pretreatments on catalytic conversion of biomass to methyl levulinate over P-doped CoS2. RENEWABLE ENERGY, [PMID:] [10.1016/j.renene.2025.124906] |
| 31. Chun Chang, Xin Liu, Shuo Zang, Kai Fu, Zhen Ma, Xiaoyang Zheng, Huijuan Tian, Zhining Li. (2025) Synergistic binary acidity in metal sulfates drives efficient alcoholysis of high-solid xylose residues: An experimental and DFT investigation. BIOMASS & BIOENERGY, [PMID:] [10.1016/j.biombioe.2025.108775] |
| 32. Hua Li, Huai Liu, Rui Zhang, Wenlong Jia, Yongming Luo, Lincai Peng. (2026) From waste to wealth: Rubber sludge as a solid acid for the catalytic transfer hydrogenation of biomass-derived carbonyl compounds. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2026.115703] |
