Description
1,4-Dimethyl (2R)-2-Hydroxybutanedioate (CAS No. 70681-41-3) is a high-purity chiral ester derivative of malic acid, widely utilized in pharmaceutical research, organic synthesis, and specialty chemical applications. With the molecular formula C6H10O5, this compound is an essential building block for asymmetric synthesis due to its (R)-configuration and reactive hydroxyl and ester functional groups. It is supplied as a clear to pale-yellow liquid with ≥98% purity (GC), ensuring optimal performance in catalytic reactions, enantioselective transformations, and fine chemical production. Suitable for HPLC, LC-MS, and NMR analysis, this product meets rigorous quality standards for laboratory and industrial use. Store under inert conditions at 2-8°C to maintain stability.
Properties
- CAS Number: 70681-41-3
- Complexity: 153
- IUPAC Name: dimethyl (2R)-2-hydroxybutanedioate
- InChI: InChI=1S/C6H10O5/c1-10-5(8)3-4(7)6(9)11-2/h4,7H,3H2,1-2H3/t4-/m1/s1
- InChI Key: YSEKNCXYRGKTBJ-SCSAIBSYSA-N
- Exact Mass: 162.05282342
- Molecular Formula: C6H10O5
- Molecular Weight: 162.14
- SMILES: COC(=O)C[C@H](C(=O)OC)O
- Topological: 72.8
- Monoisotopic Mass: 162.05282342
- Synonyms: 1,4-Dimethyl (2R)-2-Hydroxybutanedioate, Butanedioic acid, hydroxy-, dimethyl ester, (2R)-, 829-455-0, 70681-41-3, (R)-Dimethyl 2-hydroxysuccinate, Dimethyl D-malate, D-(+)-Malic Acid Dimethyl Ester, dimethyl (2R)-2-hydroxybutanedioate, MFCD00066216, Dimethyl D-(+)-Malate, D-Dimethylmalate, dimethyl-d-malate, dimethyl (r)-malate, (+)-Dimethyl malate, SCHEMBL1691025, DTXSID30892495, D-(+)-Apple Acid Dimethyl Ester, Dimethyl (R)-(+)-malate, 98%, AKOS015910996, CS-W016123, (R)-2-hydroxysuccinic acid dimethylester, AS-60590, (R)-2-hydroxysuccinic acid dimethyl ester, M1347, D91488, EN300-183703
This compound serves as a key intermediate in the synthesis of chiral pharmaceuticals, agrochemicals, and flavoring agents. Researchers leverage its stereochemical purity for asymmetric catalysis and enantiomerically enriched product development. It is also employed in polymer science as a monomer for biodegradable materials and in analytical chemistry as a reference standard.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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