02288
L-(−)-Malic acid
ReagentPlus®, ≥99%
Synonym(s):
(S)-(−)-2-Hydroxysuccinic acid, L-Hydroxybutanedioic acid
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About This Item
Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
134.09
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-601-5
Beilstein/REAXYS Number:
1723541
MDL number:
Assay:
≥99%
Quality Level
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
functional group
carboxylic acid, hydroxyl
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
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 Merck KGaA, Darmstadt, Germany
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Coordination polymers built with a linear bis-imidazole and different dicarboxylates: unusual entanglement and emission properties.
Singh R and Bharadwaj P K
Crystal Growth & Design, 13(8), 3722-3733 (2013)
Improved synthesis with high yield and increased molecular weight of poly (α, β-malic acid) by direct polycondensation.
Kajiyama T, et al.
Biomacromolecules, 5(1), 169-174 (2004)
Synthesis of polyhydroxylated pyrrolizidine alkaloids of the alexine family by tandem ring-closing metathesis? transannular cyclization.(+)-Australine.
White J D and Hrnciar P
The Journal of Organic Chemistry, 65(26), 9129-9142 (2000)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P7912-250MG | 04061833273852 |
| 91897-10MG | 04061833974339 |
| P7912-100MG | 04061834400554 |
| P7912-25MG | 04061834400561 |
| 524488-200MG | 04055977270990 |
| 02288-50G | 04061838612342 |
| 02288-10G | 04061838612335 |