≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Methyl acetoacetate (MAA) can be used as a reactant for:
Transesterification with alcohols by using various catalysts.
The synthesis of 4-methylcoumarins with phenol in presence of zinc and I2 as catalysts.
Asymmetric heterogeneous hydrogenation reactions by transition metal catalysts.
| Canonical Smiles | CC(=O)CC(=O)OC |
|---|---|
| IUPAC Name | methyl 3-oxobutanoate |
| InChIKey | WRQNANDWMGAFTP-UHFFFAOYSA-N |
| INCHI | 1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3 |
| Isomeric SMILES | CC(=O)CC(=O)OC |
| WGK Germany | 1 |
| RTECS | AK5775000 |
| UN Number | 1993 |
| Packing Group | I |
| Molecular Weight | 116.12 |
| Beilstein | 506727 |
| Reaxy-Rn | 506727 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=506727&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 | Beta-keto acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta-keto acids and derivatives |
| Alternative Parents | Fatty acid methyl esters 1,3-dicarbonyl compounds Methyl esters Ketones Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Beta-keto acid - Fatty acid ester - Fatty acid methyl ester - 1,3-dicarbonyl compound - Fatty acyl - Methyl ester - Carboxylic acid ester - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 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 |
|---|---|---|---|
 L2523195 | Certificate of Analysis | Dec 09, 2025 | M108598 |
| L2523211 | Certificate of Analysis | Dec 09, 2025 | M108598 |
| L2523682 | Certificate of Analysis | Dec 09, 2025 | M108598 |
| A2211490 | Certificate of Analysis | Sep 26, 2025 | M108598 |
| A2211539 | Certificate of Analysis | Sep 26, 2025 | M108598 |
| D2508058 | Certificate of Analysis | Apr 18, 2025 | M108598 |
| G2108224 | Certificate of Analysis | Apr 02, 2025 | M108598 |
| G2108225 | Certificate of Analysis | Apr 02, 2025 | M108598 |
| Solubility | Easily soluble in water. |
|---|---|
| Sensitivity | Moisture & light sensitive. |
| Refractive Index | 1.418 |
| Flash Point(°F) | 158 °F |
| Flash Point(°C) | 67℃ |
| Boil Point(°C) | 169-170°C |
| Melt Point(°C) | -80°C |
| Molecular Weight | 116.110 g/mol |
| XLogP3 | 0.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 116.047 Da |
| Monoisotopic Mass | 116.047 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 8 |
| Formal Charge | 0 |
| Complexity | 106.000 |
| 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. Xianqiang Huang, Sen Liu, Gang Liu, Yiwei Tao, Chenran Wang, Yalin Zhang, Zhen Li, Huaiwei Wang, Zhen Zhou, Guodong Shen, Zechun Xue, Di Sun. (2022) An unprecedented 2-fold interpenetrated lvt open framework built from Zn6 ring seamed trivacant polyoxotungstates used for photocatalytic synthesis of pyridine derivatives. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2022.122134] |
| 2. Peilan Luo, Menglin Ye, Wenli Zhou, Pingping Wan, Zhongyun Ma, Zhongxian Qiu, Jilin Zhang, Ru-Shi Liu, Shixun Lian. (2022) Simultaneous construction of impermeable dual-shell stabilizing fluoride phosphors for white light-emitting diodes. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.134951] |
| 3. Ming Zhang, Lingyan Liu, Weixing Chang, Jing Li. (2015) Controllable and Reversible Dimple-Shaped Aggregates Induced by Macrocyclic Recognition Effect. LANGMUIR, [PMID:26609556] [10.1021/acs.langmuir.5b03865] |
| 4. Chao Ding, Weili Wei, Hanjun Sun, Jinhua Ding, Jinsong Ren, Xiaogang Qu. (2014) Reduced graphene oxide supported chiral Ni particles as magnetically reusable and enantioselective catalyst for asymmetric hydrogenation. CARBON, [PMID:] [10.1016/j.carbon.2014.08.022] |
| 5. He Liu, Shixi Wang, Meng Xu, Kaiyue Zhang, Qian Gao, Hualei Wang, Dongzhi Wei. (2024) Engineering an (R)-selective transaminase for asymmetric synthesis of (R)-3-aminobutanol. BIOORGANIC CHEMISTRY, [PMID:38492494] [10.1016/j.bioorg.2024.107264] |
| 6. Canglong Li, Hongli Qi, Jie Huang, Dongping Chen, Yuanzi Cheng, Minghan Xu, Zihao Jiang, Huaming Yu, Yang Huang, Guanghui Li, Yuejiao Chen. (2025) Enabling highly reversible Zn anode via an interfacial preferentially adsorbed additive containing nucleophilic groups. Microstructures, 5 (2): (N). [PMID:] [10.20517/microstructures.2024.114] |
| 7. He Gao, Haiyan Ma, Ling Yan, Shiqi Li, Longbin Xu. (2026) Sequential and selective fluorescent detection of sulfur pollutants in environmental water using a dual-channel probe. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2026.145563] |
