367-47-5

Basic information

• Product Name: glyceraldehyde
• Synonyms: (+/-)-2,3-dihydroxy-Propanal; (+/-)-Glyceraldehyde; .alpha.,.beta.-Dihydroxypropionaldehyde; 2,3-Dihydroxypropanal; 200-290-0; D-2,3-dihydroxypropanal; D-2,3-dihydroxypropionaldehyde; Glyceraldehyde, D-; (2R)-2,3-dihydroxypropanal
• CAS NO: 367-47-5
• Molecular Formula: C₃H₆O₃
• Molecular Weight: 90.0779
• EINECS: 206-695-9
• Mol File: 367-47-5.mol
• Article Data: 150

Chemical Properties

• Boiling Point: 228°C at 760 mmHg
• Flash Point: 106°C
• Density: 1.272g/cm³
• Vapor Pressure: 0.0146mmHg at 25°C
• Refractive Index: 1.454
• CAS DataBase Reference: glyceraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: glyceraldehyde(367-47-5)
• EPA Substance Registry System: glyceraldehyde(367-47-5)

Safety Data

• Hazardous Substances Data: 367-47-5(Hazardous Substances Data)

Usage

General Description

Glyceraldehyde is a simple sugar that belongs to the family of aldehydes. Its molecular formula is C3H6O3 and it is an important molecule in the metabolic pathways of living organisms. It is a key intermediate in the glycolysis process, which breaks down glucose to produce energy. Glyceraldehyde is commonly found in its D-configuration form and is involved in the synthesis of various important molecules, such as amino acids and lipids. It also plays a crucial role in the formation of adenosine triphosphate (ATP), the primary energy currency of cells. Overall, glyceraldehyde is a vital compound in the biochemistry of living organisms, contributing to various essential metabolic processes.

Upstream product

• 57-48-7 D-Fructose 
• 87-79-6 L-sorbose 
• 75526-35-1 2-Phenyl-4H-[1,3]dioxin 
• 10487-05-5 3,3-diethoxypropane-1,2-diol 
• 488-16-4 (+/-)-erythronic acid 
• 50-99-7 D-glucose 
• 56-81-5 glycerol 
• 107-02-8 acrolein 
• 53735-98-1 (1S,2S)-1,2-bis[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol 
• 50-00-0 formaldehyd 
• 453-17-8 D-Glyceraldehyde 
• 95-43-2 D-threose 
• 142-10-9 DL-glyceraldehyde 3-phosphate 
• 7722-84-1 dihydrogen peroxide 

Downstream Products

• 849585-22-4 LACTIC ACID 
• 64-17-5 ethanol 
• 75-07-0 acetaldehyde 
• 64-19-7 acetic acid 
• 15719-64-9 methylammonium carbonate 
• 10487-05-5 3,3-diethoxypropane-1,2-diol 
• 2774-78-9 hydroxy-pyruvaldehyde bis-phenylhydrazone 
• 23275-67-4 lyxo-[2]Hexosulose-bis-phenylhydrazon 
• 20603-67-2 (4-bromo-phenyl)-dl-sorbosazone 
• 19444-84-9 3-hydroxyoxolan-2-one 
• 96-26-4 dihydroxyacetone 
• 64-18-6 formic acid 
• 79-14-1 glycolic Acid 
• 124-38-9 carbon dioxide 

Relevant articles and documents

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Phosphorylation Catalyzed by Dihydroxyacetone Kinase

Site- and enantioselective kinases have been very useful catalysts for biocatalytic phosphorylations in straightforward syntheses of phosphorylated metabolites. Biocatalytic phosphorylations catalyzed by recombinant dihydroxyacetone kinase beyond the dihydroxyacetone substrate have been investigated with quantitative 31P NMR spectroscopy using pyruvate-kinase-catalyzed ATP regeneration. A nearly 100 % conversion of d-glyceraldehyde to d-glyceraldehyde 3-phosphate has been found. Interestingly, with pure l-glyceraldehyde as substrate, practically no formation of l-glyceraldehyde 3-phosphate was observed.

Photothermal strategy for the highly efficient conversion of glucose into lactic acid at low temperatures over a hybrid multifunctional multi-walled carbon nanotube/layered double hydroxide catalyst

The conversion of carbohydrates into lactic acid has attracted increasing attention owing to the broad applications of lactic acid. However, the current methods of thermochemical conversion commonly suffer from limited selectivity or the need for harsh conditions. Herein, a light-driven system of highly selective conversion of glucose into lactic acid at low temperatures was developed. By constructing a hybrid multifunctional multi-walled carbon nanotube/layered double hydroxide composite catalyst (CNT/LDHs), the highest lactic acid yield of 88.6% with 90.0% selectivity was achieved. The performance of CNT/LDHs for lactic acid production from glucose is attributed to the following factors: (i) CNTs generate a strong heating center under irradiation, providing heat for converting glucose into lactic acid; (ii) LDHs catalyze glucose isomerization, in which the photoinduced OVs (Lewis acid) in LDHs under irradiation further improve the catalytic activity; and (iii) in a heterogeneous-homogeneous synergistically catalytic system (LDHs-OH-), OH- ions are concentrated in LDHs, forming strong base sites to catalyze subsequent cascade reactions.

Ambient base-free glycerol oxidation over bimetallic PdFe/SiO2 by in situ generated active oxygen species

Low temperature oxidation of alcohols over heterogeneous catalysts is exceptionally challenging, particularly under neutral conditions. Herein, we report on an efficient, base-free method to oxidise glycerol over a 0.5%Pd-0.5%Fe/SiO2 catalyst at ambient temperature in the presence of gaseous H2 and O2. The exceptional catalytic performance was attributed to the in situ formation of highly reactive surface-bound oxygenated species, which promote the dehydrogenation on the alcohol. The PdFe bimetallic catalyst was determined to be significantly more active than corresponding monometallic analogues, highlighting the important role both metals have in this oxidative transformation. Fe leaching was confirmed to occur over the course of the reaction but sequestering experiments, involving the addition of bare carbon to the reactions, confirmed that the reaction was predominantly heterogeneous in nature. Investigations with electron paramagnetic resonance spectroscopy suggested that the reactivity in the early stages was mediated by surface-bound reactive oxygen species; no homogeneous radical species were observed in solution. This theory was further evidenced by a direct H2O2 synthesis study, which confirmed that the presence of Fe in the bimetallic catalyst neither improved the synthesis of H2O2 nor promoted its decomposition over the PdFe/SiO2 catalyst.

Selective Reductive Dimerization of CO2into Glycolaldehyde

The selective dimerization of CO2 into glycolaldehyde is achieved in a one-pot two-step process via formaldehyde as a key intermediate. The first step concerns the iron-catalyzed selective reduction of CO2 into formaldehyde via formation and controlled hydrolysis of a bis(boryl)acetal compound. The second step concerns the carbene-catalyzed C-C bond formation to afford glycolaldehyde. Both carbon atoms of glycolaldehyde arise from CO2 as proven by the labeling experiment with 13CO2. This hybrid organometallic/organic catalytic system employs mild conditions (1 atm of CO2, 25 to 80 °C in less than 3 h) and low catalytic loadings (1 and 2.5%, respectively). Glycolaldehyde is obtained in 53% overall yield. The appealing reactivity of glycolaldehyde is exemplified (i) in a dimerization process leading to C4 aldose compounds and (ii) in a tri-component Petasis-Borono-Mannich reaction generating C-N and C-C bonds in one process.