Skip to Content
Merck
All Photos(3)

Documents

240176

Sigma-Aldrich

DL-Malic acid

ReagentPlus®, ≥99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

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

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.)

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

Looking for similar products? Visit Product Comparison Guide

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

397.4 °F

Flash Point(C)

203 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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
Cuiyue Liang et al.
Plant physiology, 161(3), 1347-1361 (2013-01-24)
Low pH, aluminum (Al) toxicity, and low phosphorus (P) often coexist and are heterogeneously distributed in acid soils. To date, the underlying mechanisms of crop adaptation to these multiple factors on acid soils remain poorly understood. In this study, we
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service