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Merck

M1000

L-(−)-Malic acid

≥95% (titration)

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:
12352106
PubChem Substance ID:
24896463
NACRES:
NA.22
EC Number:
202-601-5
MDL number:
MFCD00064213
Beilstein/REAXYS Number:
1723541
Assay:
≥95% (titration)
Form:
powder

Key Documents

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assay

≥95% (titration)

form

powder

pKa (25 °C)

(1) 3.46, (2) 5.10

mp

101-103 °C ((lit.)), 101-103 °C (lit.)

solubility

water: 100 mg/mL, clear to very slightly hazy, colorless

density

1,595  g/cm3 at 68 °F

Quality Level

300

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General description

L-Malic acid is the naturally occurring isomer of malic acid, found mainly in sour and unripe fruits.

Application

L-(-)-Malic acid may be used to prepare:
  • diethyl (S)-malate
  • ethyl (R)-2-hydroxyl-4-phenylbutanoate
  • ethyl (S)-2-hydroxyl-4-phenylbutanoate
  • D-homophenylalanine ethyl ester hydrochloride
  • furo[3,2-i]indolizines

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

M1000-VAR: + IM1000-BULK: + M1000-BULK: + 2540032: + M1000-5G: + M1000-10MG-KC: + M1000-100G: + M1000-1KG: + M1000-25G: + M1000-500G: + M1000-10MG: + 2013050:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCL6511
SLCK6078
SLCK5617
SLCJ6404
SLCJ4706

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A stereospecific synthesis of (-)-Bestatin from L-malic acid.
Norman BH and Morris ML.
Tetrahedron Letters, 33(45), 6803-6806 (1992)
Asymmetric synthesis of furo [3, 2-i] indolizines from L-malic acid.
Lee YS, et al.
Tetrahedron, 55(15), 4631-4636 (1999)
A practical synthesis of ethyl (R)-and (S)-2-hydroxy-4-phenylbutanoate and D-homophenylalanine ethyl ester hydrochloride from L-malic acid.
Lin WQ, et al.
Tetrahedron Asymmetry, 12(11), 1583-1587 (2001)
Mc Murry JE
Organic Chemistry , Biological Approach (2016)
Elena Grossini et al.
PloS one, 10(4), e0124742-e0124742 (2015-04-17)
Levosimendan protects rat liver against peroxidative injuries through mechanisms related to nitric oxide (NO) production and mitochondrial ATP-dependent K (mitoKATP) channels opening. However, whether levosimendan could modulate the cross-talk between apoptosis and autophagy in the liver is still a matter
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