≥95%(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 2-oxoglutarate is a key intermediate formed during the Krebs cycle and an important nitrogen transporter in the biological metabolic pathways. The electrochemical behavior of dimethyl-2-oxoglutarate has been investigated by cyclic voltammetry, square wave voltammetry and differential pulse voltammetry using a glassy carbon electrode.
Dimethyl 2-oxoglutarate may be used to synthesize the conformationally constrained PNA (peptide nucleic acid) -monomer capable of binding thymine in a triplex motif. It may be used in the synthesis of 4-aryl kainic acid analogs, via highly stereoselective Michael addition reaction with nitrostyrene.
| Pubchem Sid | 488182979 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488182979 |
| Canonical Smiles | COC(=O)CCC(=O)C(=O)OC |
| IUPAC Name | dimethyl 2-oxopentanedioate |
| InChIKey | TXIXSLPEABAEHP-UHFFFAOYSA-N |
| INCHI | 1S/C7H10O5/c1-11-6(9)4-3-5(8)7(10)12-2/h3-4H2,1-2H3 |
| Isomeric SMILES | COC(=O)CCC(=O)C(=O)OC |
| WGK Germany | 3 |
| Molecular Weight | 174.15 |
| Reaxy-Rn | 1781665 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1781665&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 Dicarboxylic acids and derivatives Alpha-keto acids and derivatives Methyl esters Ketones Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Gamma-keto acid - Fatty acid ester - Fatty acid methyl ester - Alpha-keto acid - Dicarboxylic acid or derivatives - Fatty acyl - 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 |
|---|---|---|---|
 C2609652 | Certificate of Analysis | Nov 20, 2023 | D163011 |
| K2310382 | Certificate of Analysis | Nov 20, 2023 | D163011 |
| K2310383 | Certificate of Analysis | Nov 20, 2023 | D163011 |
| K2310386 | Certificate of Analysis | Nov 20, 2023 | D163011 |
| H2330293 | Certificate of Analysis | Oct 26, 2023 | D163011 |
| H2330294 | Certificate of Analysis | Oct 26, 2023 | D163011 |
| H2330295 | Certificate of Analysis | Oct 26, 2023 | D163011 |
| B2309365 | Certificate of Analysis | Feb 14, 2023 | D163011 |
| B2309386 | Certificate of Analysis | Feb 14, 2023 | D163011 |
| B2309388 | Certificate of Analysis | Feb 14, 2023 | D163011 |
| B2309397 | Certificate of Analysis | Feb 14, 2023 | D163011 |
| B2309413 | Certificate of Analysis | Feb 14, 2023 | D163011 |
| B2309815 | Certificate of Analysis | Feb 14, 2023 | D163011 |
| F2224165 | Certificate of Analysis | Jul 03, 2022 | D163011 |
| F2222459 | Certificate of Analysis | Jun 27, 2022 | D163011 |
| Sensitivity | Air Sensitive |
|---|---|
| Refractive Index | 1.439 |
| Flash Point(°F) | >235.4 °F |
| Flash Point(°C) | >113 °C |
| Boil Point(°C) | 90-95 °C |
| Melt Point(°C) | 117°C/3mmHg |
| Molecular Weight | 174.150 g/mol |
| XLogP3 | -0.200 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Exact Mass | 174.053 Da |
| Monoisotopic Mass | 174.053 Da |
| Topological Polar Surface Area | 69.700 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 196.000 |
| 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 |
