≥97% 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 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | COC(=O)CC(C(=O)OC)O |
|---|---|
| IUPAC Name | dimethyl (2S)-2-hydroxybutanedioate |
| InChIKey | YSEKNCXYRGKTBJ-BYPYZUCNSA-N |
| INCHI | 1S/C6H10O5/c1-10-5(8)3-4(7)6(9)11-2/h4,7H,3H2,1-2H3/t4-/m0/s1 |
| Isomeric SMILES | COC(=O)C[C@@H](C(=O)OC)O |
| WGK Germany | 3 |
| UN Number | 1993 |
| Packing Group | III |
| Molecular Weight | 162.14 |
| Beilstein | 1724363 |
| Reaxy-Rn | 1724362 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1724362&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 | Hydroxy acids and derivatives |
| Subclass | Beta hydroxy acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta hydroxy acids and derivatives |
| Alternative Parents | Fatty acid methyl esters Dicarboxylic acids and derivatives Methyl esters Secondary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Beta-hydroxy acid - Fatty acid methyl ester - Fatty acid ester - Dicarboxylic acid or derivatives - Fatty acyl - Methyl ester - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Alcohol - Carbonyl group - Organic oxygen compound - Organooxygen compound - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. |
| External Descriptors | Not available |
| Refractive Index | 1.435 |
|---|---|
| Specific Rotation[α] | -7 ° (neat) |
| Flash Point(°C) | 55 °C |
| Boil Point(°C) | 108 °C/1 mmHg |
| Molecular Weight | 162.140 g/mol |
| XLogP3 | -0.700 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 5 |
| Exact Mass | 162.053 Da |
| Monoisotopic Mass | 162.053 Da |
| Topological Polar Surface Area | 72.800 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 153.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| 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. Rong Yang, Guozhang Gu, Chen Tang, Zhicheng Miao, Hongwei Cao, Guoxiang Zou, Jinchun Li. (2022) Super-tough and flame-retardant poly(lactic acid) materials using a phosphorus-containing malic acid-based copolyester by reactive blending. POLYMER DEGRADATION AND STABILITY, [PMID:] [10.1016/j.polymdegradstab.2022.109889] |
| 2. Guozhang Gu, Huaiyang Cai, Yutao Wang, Chen Tang, Guoxiang Zou, Jinchun Li, Rong Yang. (2024) Preparation of super toughened flame-retardant polylactic acid with an in situ hyperbranched structure by reactive blending with a phosphorus-containing copolyester and hexamethylene glycidyl cyclotriphosphazene. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.156136] |
F2527396