02288

L-(−)-Malic acid

ReagentPlus^®, ≥99%

• Synonym(s): (S)-(−)-2-Hydroxysuccinic acid, L-Hydroxybutanedioic acid
• Linear Formula: HO₂CCH₂CH(OH)CO₂H
• CAS Number: 97-67-6
• Molecular Weight: 134.09
• Beilstein: 1723541
• EC Number: 202-601-5
• MDL number: MFCD00064213
• PubChem Substance ID: 329747409
• NACRES: NA.22

Properties

• Quality Level: 100
• product line: ReagentPlus^®
• assay: ≥99%
• optical activity: [α]20/D −30±2°, c = 5.5% in pyridine
• impurities: ≤0.3% water
• ign. residue: ≤0.1% (as SO₄)
• mp: 101-103 °C (lit.)
• cation traces: Fe: ≤10 mg/kg
• SMILES string: O[C@@H](CC(O)=O)C(O)=O
• InChI: 1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
• InChI key: BJEPYKJPYRNKOW-REOHCLBHSA-N

Description

Application

L-(−)-Malic acid can be used:

• As a carboxylate ligand in the preparation of a variety of chiral metal malates and coordination polymers.
• In the preparation of poly(malic acid), which is a biodegradable, bioabsorbable and water-soluble polymer.
• As a key ingredient in the total synthesis of (+)-australine, (+)-brasilenyne, epothilones B and D.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves