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D-Glyceraldehyde

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CAS:453-17-8
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CAS:453-17-8
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CAS:453-17-8

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  • 2019-08-02
  • CAS:453-17-8
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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;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)
pka12.60±0.20(Predicted)
form liquid (viscous)
color Clear Colourless to Light Brown
Optical Rotation+8.7
Merck 13,4494
BRN 1720474
InChI1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1
InChIKeyMNQZXJOMYWMBOU-VKHMYHEASA-N
SMILESOC[C@@H](O)C=O
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
Storage Class10 - Combustible liquids
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 is the simplest of all aldoses and have been shown to be the one of the carbonyl metabolite of dietary fructose.
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).

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.]
Tag:D-Glyceraldehyde(453-17-8) Related Product Information
Nitroglycerin D-(R)-GLYCERALDEHYDE ACETONIDE,(R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE,2,3-O-ISOPROPYLIDENE-D-GLYCERALDEHYDE GLYCERALDEHYDE-3-PHOSPHATE DEHYDROGENASE D-(+)-GLUCONO-1,5-LACTONE [R-(R*,R*)]-tartaric acid, sodium salt D-GLUCOHEPTONO-1,4-LACTONE Gluconic acid SODIUM DIHYDROXYTARTRATE D-GLUCOHEPTOSE TARTRONIC ACID N,N'-DIALLYL-L-TARTARDIAMIDE D-(-)-Gulonic acid gamma-lactone DIMETHYL METHOXYMALONATE D-(-)-ERYTHROSE MUCIC ACID L-(+)-TARTARIC ACID DI-N-BUTYL ESTER GLYCERALDEHYDE,DL-GLYCERALDEHYDE D-SACCHARIC ACID 1,4-LACTONE