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V900784

Sigma-Aldrich

L-(−)-Malic acid

Vetec™, reagent grade, 97%

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
Beilstein/REAXYS Number:
1723541
EC Number:
202-601-5
MDL number:
MFCD00064213
UNSPSC Code:
12352200
PubChem Substance ID:
329830152

grade

reagent grade

product line

Vetec™

assay

97%

form

powder

mp

101-103 °C (lit.)

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

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General description

Malic acid is a C4 dicarboxylic acid generally used as an acidulant and flavor enhancer in food industries. It is also used in pharmaceuticals, textile finishing, metal cleaning, and in the synthesis of polymalic acid, a biodegradable polymer.

Application

L-(−)-Malic acid can be used as:
  • A ligand for the synthesis of chiral triorganotin(IV) complexes.
  • A substrate in the 60Co γ-irradiation studies using electron paramagnetic resonance (EPR) technique.
  • A ligand in the complex formation studies with W(VI) using polarimeter and NMR.
  • A starting material for the preparation of organic-inorganic hybrid material named malic acid-layered double hydroxide (MA-LDH).

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBB2985V
WXBB2986V
06306CEV

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Chiral self-assembly of triorganotin complexes: Syntheses, characterization, crystal structures and antitumor activity of organotin (IV) complexes containing (R)-(+)-methylsuccinic acid,(S)-(+)-methylglutaric acid and l-(−)-malic acid ligands
Ma C, et al.
Polyhedron, 31(1), 478-485 (2012)
Investigation of 60Co gamma-irradiated l-(−) malic acid, N-methyl-dl-valine and l-glutamic acid gamma-ethyl ester by electron paramagnetic resonance technique
Baskan MH, et al.
Journal of Molecular Structure, 983(1-3), 200-202 (2010)
Synthesis and structural characterization of L-(−)-malic acid pillared layered double hydroxides
Jiao FP, et al.
Latin American Applied Research, 39(2), 127-130 (2009)
Production of polymalic acid and malic acid by Aureobasidium pullulans fermentation and acid hydrolysis
Zou X, et al.
Biotechnology and Bioengineering, 110(8), 2105-2113 (2013)
Compounds of W (VI) with l (−) malic acid: a polarimetric and 1H nuclear magnetic resonance study of the formation and interconversion equilibria in excess of W (VI)
Cervilla A, et al.
Canadian Journal of Chemistry, 63(5), 1041-1047 (1985)
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