Diethyl methylmalonate reacts with 2-cyclohexenone under abnormal Michael conditions form 2-(3-oxocyclohexyl)-2-cyclohexenone. It causes the alkylation of poly(chloromethylstyrene) during pahse transfer catalysis.
| Pubchem Sid | 488181452 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488181452 |
| Canonical Smiles | CCOC(=O)C(C)C(=O)OCC |
| IUPAC Name | diethyl 2-methylpropanedioate |
| InChIKey | UPQZOUHVTJNGFK-UHFFFAOYSA-N |
| INCHI | 1S/C8H14O4/c1-4-11-7(9)6(3)8(10)12-5-2/h6H,4-5H2,1-3H3 |
| Isomeric SMILES | CCOC(=O)C(C)C(=O)OCC |
| WGK Germany | 3 |
| Molecular Weight | 174.2 |
| Beilstein | 637028 |
| Reaxy-Rn | 637028 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=637028&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 | Carboxylic acids and derivatives |
| Subclass | Dicarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dicarboxylic acids and derivatives |
| Alternative Parents | 1,3-dicarbonyl compounds Carboxylic acid esters Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | 1,3-dicarbonyl compound - Dicarboxylic acid or derivatives - Carboxylic acid ester - 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 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 | Date | Item |
|---|---|---|---|
 I2025142 | Certificate of Analysis | Jul 04, 2024 | D155569 |
| I2025143 | Certificate of Analysis | Jul 04, 2024 | D155569 |
| G2424277 | Certificate of Analysis | Jul 04, 2024 | D155569 |
| G2424278 | Certificate of Analysis | Jul 04, 2024 | D155569 |
| G2424279 | Certificate of Analysis | Jul 04, 2024 | D155569 |
| G2424280 | Certificate of Analysis | Jul 04, 2024 | D155569 |
| A1907038 | Certificate of Analysis | Oct 21, 2022 | D155569 |
| J2229304 | Certificate of Analysis | Sep 26, 2022 | D155569 |
| J2229314 | Certificate of Analysis | Sep 26, 2022 | D155569 |
| J2229321 | Certificate of Analysis | Sep 26, 2022 | D155569 |
| J2229330 | Certificate of Analysis | Sep 26, 2022 | D155569 |
| J2229331 | Certificate of Analysis | Sep 26, 2022 | D155569 |
| Refractive Index | 1.41 |
|---|---|
| Flash Point(°F) | 179.6 °F |
| Flash Point(°C) | 82°C |
| Boil Point(°C) | 199°C |
| Molecular Weight | 174.190 g/mol |
| XLogP3 | 1.400 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 6 |
| Exact Mass | 174.089 Da |
| Monoisotopic Mass | 174.089 Da |
| Topological Polar Surface Area | 52.600 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 146.000 |
| 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. Guo Junchen, Wang Shanjie, Wan Xin, Liu Xiaoxuan, Wang Zeng, Liang Chenchen, Zhang Zhenming, Wang Ye, Yan Miao, Wu Pengyan, Fang Shaohong, Yu Bo. (2024) Mitochondria-derived methylmalonic acid aggravates ischemia–reperfusion injury by activating reactive oxygen species-dependent ferroptosis. Cell Communication and Signaling, 22 (1): (1-20). [PMID:38238728] [10.1186/s12964-024-01479-z] |
