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L-(−)-Malic acid

SIAL/02288 - ReagentPlus®, ≥99%

Synonym: (S)-(−)-2-Hydroxysuccinic acid; L-Hydroxybutanedioic acid

CAS Number: 97-67-6
Empirical Formula (Hill Notation): C4H6O5
Molecular Weight: 134.09
EC Number: 202-601-5
MDL Number: MFCD00064213
Linear Formula: HO2CCH2CH(OH)CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-02288-10G 10 g
$28.50
1/EA
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45-02288-50G 50 g
$98.00
1/EA
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assay ≥99%
cation traces Fe: ≤10 mg/kg
ign. residue ≤0.1% (as SO4)
impurities ≤0.3% water
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
mp 101-103 °C (lit.)
optical activity [α]20/D −30±2°, c = 5.5% in pyridine
product line ReagentPlus®
Quality Level 100 
SMILES string O[C@@H](CC(O)=O)C(O)=O
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
Purity ≥99%
mp 101-103 °C (lit.)
UNSPSC 51113400

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