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HomeProduct name listD(+)-Malic acid

D(+)-Malic acid

Synonym(s):(R)-(+)-2-Hydroxysuccinic acid;(R)-(+)-Malic acid;D-(+)-Malic acid;D-Hydroxybutanedioic acid;D-(+)-Malic acid

  • CAS NO.:636-61-3
  • Empirical Formula: C4H6O5
  • Molecular Weight: 134.09
  • MDL number: MFCD00004245
  • EINECS: 211-262-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
D(+)-Malic acid Structural

What is D(+)-Malic acid?

Chemical properties

white to light yellow crystal powde

The Uses of D(+)-Malic acid

The naturally occuring isomer is the L-form which has been found in apples and many other fruits and plants. Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid rece

The Uses of D(+)-Malic acid

D-(+)-Malic acid used as an acidulant and flavoring agent, food additive. And it is also used in the place of the less sour citric acid in sour sweets.

The Uses of D(+)-Malic acid

D-(+)-Malic acid can be used:

  • As a starting material for the enantioselective total synthesis of (?)-erinapyrone B.
  • As a chiral organocatalyst in the synthesis of α-aminophosphonates from various aldehydes, aniline, and diethyl phosphite.

Definition

ChEBI: An optically active form of malic acid having (R)-configuration.

Biological Activity

D-(+)-Malic acid, an active isomer of Malic acid, is a competitive inhibitor of L(--)malic acid transport.

Synthesis

Malic acid is isolated from immature apples; industrially prepared is obtained by catalytic oxidation of benzene, then reacting with water at high temperature and high pressure to generate maleic anhydride.

in vitro

Some bacteria belonging to Arthrobacter, Brevibacterium, Corynebacterium, Pseudomonas, Bacillus, and Acinetobacter produced D-(+)-Malic acid (D-Malic acid) from Maleic acid when the cells grown in a medium containing citraconic acid are reacted aerobically with Maleic acid in the pH 7.0 phosphate buffer containing 0.1% sodium chloride.

Properties of D(+)-Malic acid

Melting point: 98-102 °C (lit.)
Boiling point: 167.16°C (rough estimate)
alpha  2.2 º (c=3, H2O)
Density  1.60
refractive index  6.5 ° (C=10, Acetone)
storage temp.  Store below +30°C.
solubility  Soluble in methanol, ethanol, acetone, ether.
form  Crystalline Powder
pka 3.61±0.23(Predicted)
color  White
PH 2.2 (10g/l, H2O, 20℃)
optical activity [α]20/D +28.0±2°, c = 5.5% in pyridine
Water Solubility  soluble
Merck  14,5707
BRN  1723540
CAS DataBase Reference 636-61-3(CAS DataBase Reference)
NIST Chemistry Reference (r)-Hydroxybutanedioic acid(636-61-3)

Safety information for D(+)-Malic acid

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H318:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for D(+)-Malic acid

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