≥96%(GC) 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Dimethyl acetylsuccinate undergoes sulfuric acid catalyzed Pechmann condensation with the corresponding resorcinol derivative to give 7-hydroxycoumarins.
Dimethyl acetylsuccinate has been used in the synthesis of 2-oxofuro[2,3-b]pyrroles and 19-methyl-15-oxa-20-azatricyclo[12.3.3.0(1,14)]icos-18-en-18-carboxylates. Reactant involved in: . Cyclization for the synthesis of β-carbolines . Synthesis of photochromic molecules with improved fatigue resistances and dark form stabilities . Asymmetric hydrogenation of acylsuccinate followed by lactonization for synthesis of oxotetrahydrofurancarboxylates . Amidation for synthesis of amino-acid derivatives of dihydropyranocoumarins
| Pubchem Sid | 488187474 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488187474 |
| Canonical Smiles | CC(=O)C(CC(=O)OC)C(=O)OC |
| IUPAC Name | dimethyl 2-acetylbutanedioate |
| InChIKey | XREKLQOUFWBSFH-UHFFFAOYSA-N |
| INCHI | 1S/C8H12O5/c1-5(9)6(8(11)13-3)4-7(10)12-2/h6H,4H2,1-3H3 |
| Isomeric SMILES | CC(=O)C(CC(=O)OC)C(=O)OC |
| Molecular Weight | 188.18 |
| Beilstein | 3(4)1825 |
| Reaxy-Rn | 1783682 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1783682&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 Beta-keto acids and derivatives Dicarboxylic acids and derivatives 1,3-dicarbonyl compounds Methyl esters Ketones Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Gamma-keto acid - Beta-keto acid - Fatty acid ester - Fatty acid methyl ester - Dicarboxylic acid or derivatives - Fatty acyl - 1,3-dicarbonyl compound - Methyl ester - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organooxygen compound - Organic oxygen compound - 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 |
|---|---|---|---|
 G1718054 | Certificate of Analysis | Jan 22, 2025 | D155592 |
| C2302330 | Certificate of Analysis | Jan 05, 2023 | D155592 |
| C2302331 | Certificate of Analysis | Jan 05, 2023 | D155592 |
| C2302349 | Certificate of Analysis | Jan 05, 2023 | D155592 |
| C2302350 | Certificate of Analysis | Jan 05, 2023 | D155592 |
| C2302360 | Certificate of Analysis | Jan 05, 2023 | D155592 |
| D2307319 | Certificate of Analysis | Jan 05, 2023 | D155592 |
| Sensitivity | Air Sensitive |
|---|---|
| Flash Point(°F) | 230°F |
| Flash Point(°C) | >110℃ |
| Boil Point(°C) | 129-134℃/12mm |
| Melt Point(°C) | 30-33℃ |
| Molecular Weight | 188.180 g/mol |
| XLogP3 | -0.200 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Exact Mass | 188.068 Da |
| Monoisotopic Mass | 188.068 Da |
| Topological Polar Surface Area | 69.700 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 221.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
