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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:
97-67-6
Molecular Weight:
134.09
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
329747409
EC Number:
202-601-5
Beilstein/REAXYS Number:
1723541
MDL number:
MFCD00064213
Assay:
≥99%
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Quality Segment

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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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H315,H319

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 (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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