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D-Glyceraldehyde

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D-Glyceraldehyde Basic information

Product Name:
D-Glyceraldehyde
Synonyms:
  • D-(+)-GLYCERALDEHYDE
  • D-GLYCERALDEHYDE
  • Glyceraldehyde, D-
  • D-GLYCERALDEHYDE, 80-90 WT. % SOLUTION I N WATER
  • D-GLYCERALDEHYDE MINIMUM 70%
  • D(+)GLYCERALDEHYDE extrapure
  • (R)-(+)-Glyceraldehyde, D-Glyceraldehyde solution
  • D(+)-Glyceraldehyde solution
CAS:
453-17-8
MF:
C3H6O3
MW:
90.08
EINECS:
207-217-1
Product Categories:
  • Carbohydrate Synthesis
  • Monosaccharides
  • chiral
  • Specialty Synthesis
Mol File:
453-17-8.mol
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D-Glyceraldehyde Chemical Properties

Melting point:
127-129 C
alpha 
D25 +8.7° (c = 2 in H2O); D15 +21.2° (c = 18)
Boiling point:
bp17 127-129°; bp10 123-126°
Density 
1.272±0.06 g/cm3(Predicted)
refractive index 
n20/D 1.494
Flash point:
112 °C
storage temp. 
2-8°C
solubility 
DMSO, Methanol (Slightly), Water (Slightly)
pka
12.60±0.20(Predicted)
form 
liquid (viscous)
color 
Clear Colourless to Light Brown
optical activity
+8.7
Merck 
13,4494
BRN 
1720474
CAS DataBase Reference
453-17-8(CAS DataBase Reference)
NIST Chemistry Reference
Propanal, 2,3-dihydroxy-, (r)-(453-17-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-27-36/37/39
WGK Germany 
3
10-23

MSDS

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D-Glyceraldehyde Usage And Synthesis

Description

D-(+)-Glyceraldehyde is an intermediate in carbohydrate metabolism. It is phosphorylated by triose kinase to produce D-glyceraldehyde 3-phosphate, an intermediate in glycolysis, gluconeogenesis, photosynthesis, and other metabolic pathways.

Chemical Properties

CLEAR ORANGE SYRUP

Uses

D-Glyceraldehyde is the simplest of all aldoses and have been shown to be the one of the carbonyl metabolite of dietary fructose.

Uses

D-(+)-Glyceraldehyde can be utilized as a reactant in the synthesis of:

  • (S)-homophenylalanine by ruthenium oxidation of a 3-amino-1,2-diol generated via coupling of an amine, and α-hydroxyaldehyde.
  • β- and γ-allenols via metal-catalyzed cyclization. Allenols are used as a key precursor for the preparation of enantiopure dihydropyrans and tetrahydrooxepines.
  • Isopropylidene D-glyceraldehyde intermediate, which controls the chirality in the total synthesis of prostaglandins (PGE1).

Definition

ChEBI: The D-enantiomer of glyceraldehyde.

Purification Methods

enantiomer [453-17-8] is a syrup (70 + % H2O) with [] D +14o (c 2, H2O) and the dimethyl acetal has b 124-127 o/14mm and []15 +21o (c 18, H2O). [Beilstein 1 H 845, 1 IV 4114.]

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