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Merck
CN

240176

DL-Malic acid

ReagentPlus®, ≥99%

Synonym(s):

(±)-2-Hydroxysuccinic acid, DL-Hydroxybutanedioic acid

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About This Item

Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
6915-15-7
Molecular Weight:
134.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854408
EC Number:
230-022-8
Beilstein/REAXYS Number:
1723539
MDL number:
MFCD00064212

Key Documents

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Product Name

DL-Malic acid, ReagentPlus®, ≥99%

InChI key

BJEPYKJPYRNKOW-UHFFFAOYSA-N

InChI

1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)

SMILES string

OC(CC(O)=O)C(O)=O

vapor density

4.6 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

form

solid

autoignition temp.

644 °F

mp

131-133 °C (lit.)

solubility

acetone: soluble 17.75g/100g at 20 °C(lit.)
diethyl ether: soluble 0.84g/100g at 20 °C(lit.)
dioxane: soluble 22.7 g/100g at 20 °C(lit.)
ethanol: soluble 45.53g/100g at 20 °C(lit.)
methanol: soluble 82.7 g/100g at 20 °C(lit.)
water: soluble 55.8g/100g at 20 °C(lit.)
benzene: insoluble(lit.)

functional group

carboxylic acid
hydroxyl

Quality Level

200

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Application

DL-Malic acid (MA) can be used:
  • As a dopant in the ammonium dihydrogen phosphate (ADP) crystal to improve the properties of ADP crystals.
  • To form a water-soluble complex, Nb-MA which can further react with LiCl to form lithium niobate (LiNbO3) powders.
  • As a monomer to synthesize a co-polymer, poly(DL-lactic acid-co-α,β-malic acid) (PLMA) with DL-lactic acid which can be coated over magnetic Fe3O4 nanoparticles after functionalizing with fluorescein isothiocyanate (FITC), to be used as a MRI T2-contrast agent.

General description

The chiral resolution of DL-malic acid by ligand-exchange capillary electrophoresis was studied.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

397.4 °F

flash_point_c

203 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000501522
0000501522
0000436073
0000436073
0000304359

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S Kodama et al.
Electrophoresis, 22(15), 3286-3290 (2001-10-09)
Chiral resolution of native DL-malic acid was achieved by ligand-exchange capillary electrophoresis using copper(II)-L-tartrate as a chiral selector. Factors affecting chiral resolution, migration time, and peak area of malic acid were studied. The running conditions for optimum separation of malic
Chemical synthesis of lithium niobate powders (LiNbO3) prepared from water-soluble DL-malic acid complexes
Camargo ER and Kakihana M
Chemistry of Materials, 13(5), 1905-1909 (2001)
Growth of DL-malic acid-doped ammonium dihydrogen phosphate crystal and its characterization
Rajesh P and Ramasamy P
Journal of Crystal Growth, 311(13), 3491-3497 (2009)
Biodegradable magnetic-fluorescent magnetite/poly (DL-lactic acid-co-?, ?-malic acid) composite nanoparticles for stem cell labeling
Wang L, et al.
Biomaterials, 31(13), 3502-3511 (2010)
G Anneroth et al.
Scandinavian journal of dental research, 88(3), 214-218 (1980-06-01)
Two saliva stimulating drugs, solutions of Hybrin and malic acid were in an in vitro study found to have a heavy demineralizing effect on the root surface of the dental hard tissue. Consequently the drugs cannot be recommended to patients
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