D-Glyceraldehyde

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;Specialty Synthesis;chiral
Mol File:453-17-8.mol
D-Glyceraldehyde Structure
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
Fp 112 °C
storage temp. 2-8°C
solubility DMSO, Methanol (Slightly), Water (Slightly)
form liquid (viscous)
pka12.60±0.20(Predicted)
color Clear Colourless to Light Brown
Merck 13,4494
BRN 1720474
CAS DataBase Reference453-17-8(CAS DataBase Reference)
NIST Chemistry ReferencePropanal, 2,3-dihydroxy-, (r)-(453-17-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-27-36/37/39
WGK Germany 3
10-23
MSDS Information
ProviderLanguage
(R)-2,3-Dihydroxy-propanal English
SigmaAldrich English
D-Glyceraldehyde Usage And Synthesis
DescriptionD-(+)-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 PropertiesCLEAR ORANGE SYRUP
UsesD-(+)-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).

UsesD-Glyceraldehyde is the simplest of all aldoses and have been shown to be the one of the carbonyl metabolite of dietary fructose.
DefinitionChEBI: The D-enantiomer of glyceraldehyde.
Purification Methodsenantiomer [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.]
D-(+)-GLUCONO-1,5-LACTONE DL-[1,2,3,3'-2H4]GLYCERALDEHYDE D-(-)-ERYTHROSE DIMETHYL METHOXYMALONATE (S)-(+)-ISOPROTERENOL L(+)-BITARTRATE D-GLUCOHEPTONO-1,4-LACTONE L-(+)-TARTARIC ACID DI-N-BUTYL ESTER D-Glyceraldehyde Dibenzoyltartaric acid SODIUM DIHYDROXYTARTRATE GLYCERALDEHYDE-3-PHOSPHATE, [14C(U)], DISODIUM SALT,GLYCERALDEHYDE-3-PHOSPHATE DISODIUM SALT, [14C(U)] DL-GLYCERALDEHYDE 3-PHOSPHATE (+)-TAXIFOLIN D-Glyceraldehyde 3-hposphate D-GLUCOHEPTOSE ALPHA,BETA-GLUCOOCTANOIC GAMMA-LACTONE GLYCERALDEHYDE,DL-GLYCERALDEHYDE D-SACCHARIC ACID 1,4-LACTONE

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