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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:
Molecular Weight:
134.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
230-022-8
Beilstein/REAXYS Number:
1723539
MDL number:
Assay:
≥99%
Form:
solid
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vapor density

4.6 (vs air)

Quality Level

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

SMILES string

OC(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)

InChI key

BJEPYKJPYRNKOW-UHFFFAOYSA-N

General description

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

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.

Legal Information

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


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

397.4 °F

flash_point_c

203 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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)
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
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)



Global Trade Item Number

SKUGTIN
240176-250G04061838787699
240176-50G04061838787705