6542-88-7

Basic information

• Product Name: 2-aminoacetaldehyde
• Synonyms: 2-aminoacetaldehyde;Acetaldehyde, aMino-;Acetaldehyde, amino-(8CI,9CI)
• CAS NO: 6542-88-7
• Molecular Formula: C₂H₅NO
• Molecular Weight: 59.07
• Mol File: 6542-88-7.mol

Chemical Properties

• Boiling Point: 100°C at 760 mmHg
• Flash Point: 14.3°C
• Appearance: /
• Density: 0.944g/cm³
• Vapor Pressure: 37.4mmHg at 25°C
• Refractive Index: 1.396
• PKA: 7.74±0.29(Predicted)
• CAS DataBase Reference: 2-aminoacetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-aminoacetaldehyde(6542-88-7)
• EPA Substance Registry System: 2-aminoacetaldehyde(6542-88-7)

Safety Data

• Hazardous Substances Data: 6542-88-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-aminoacetaldehyde is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to form complex molecular structures and contribute to the development of new drugs.
Used in Chemical Industry:
2-aminoacetaldehyde is used as a building block in the production of various chemical compounds, such as amino acids, amines, and other organic molecules, due to its reactive nature and potential for functional group transformations.
Used in Research and Development:
2-aminoacetaldehyde is utilized as a research compound in the study of organic chemistry, biochemistry, and related fields, enabling scientists to explore its properties, reactivity, and potential applications in creating new materials and compounds.

InChI:InChI=1/C2H5NO/c3-1-2-4/h2H,1,3H2

Upstream product

• 515-94-6 2,3-diaminopropanoic acid 
• 107-11-9 1-amino-2-propene 
• 1664-39-7 N-methyl-N-phenylethylenediamine 
• 75-04-7 ethylamine 
• 64-18-6 formic acid 
• 141-43-5 ethanolamine 
• 1664-40-0 N-(2-aminoethyl)benzeneamine 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 645-36-3 2,2-diethoxy-ethanamine 
• 7722-84-1 dihydrogen peroxide 
• 861579-34-2 (2-azido-ethyl)-carbamic acid ethyl ester 

Downstream Products

• 1534-21-0 glyoxal bis(phenylhydrazone) 
• 56-40-6 glycine 

Relevant articles and documents

Oxidation of Ethylamine to Glycine in Aqueous Solution Induced by KrF Excimer Laser Irradiation

KrF excimer laser irradiation of ethylamine in aqueous solution results in stepwise oxidation to give ethanolamine and glycine.

Mechanistic Studies on Dopamine β-Monooxygenase Catalysis: N-Dealkylation and Mechanism-Based Inhibition by Benzylic-Nitrogen-Containing Compounds. Evidence for a Single-Electron-Transfer Mechanism

Dopamine β-monooxygenase (DBM) readily catalyzes oxidative N-dealkylation of N-phenylethylenediamine (PEDA) and N-methyl-N-phenylethylenediamine (N-MePEDA) with the reaction characteriscics expected for a monooxygenase-catalyzed process.The products of this reaction have been quantitatively identified as aniline (or N-methylaniline for N-MePEDA) and 2-aminoacetaldehyde, the latter compound being successfully trapped by using NaBH4 reduction followed by N-succinimidyl p-nitriphenylacetate (SNPA) derivatization, and identified by HPLC and mass spectroscopy.In contrast, either analogues of PEDA, i.e. phenyl 2-aminoethyl ether (PAEE) and its p-hydroxy derivative (p-OHPAEE), as well as 2-phenoxycycloprpylamine are not substrates but are competitive inhibitors.Furthermore, 2-methyl-2-anilino-1-aminoethane (β-MePEDA) did not exhibit measurable substrate activity with DBM, in contrast to the excellent substrate activity of the sulfur analogue of β-MePEDA, 2-methyl-2-(phenylthio)-1-aminoethane (β-MePAES).DBM is inactivated during the N-dealkylation reaction in a time- and concentration-dependent manner, a phenomenon that has not, to our knowledge, been observed for any other oxygenase-catalyzed N-dealkylation reaction.Both PEDA and N-MePEDA, as well as β-MePEDA, inactivate DBM under turnover conditions.The inactivation exhibited pseudo-first-order saturable kinetics and expected protection by the DBM substrate, tyramine.No reappearance of enzyme activity was observed after extensive dialysis.Radioactive labeling experiments with ring-tritiated PEDA showed incorporation of nondialyzable radioactivity into DBM in the expected amount, consistent with covalent attachment of a reactive species derivd from PEDA to the DBM active site during enzyme inactivation.Although aniline, N-ethylaniline, N-(2-fluoroethyl)aniline, m- and p-anisidine, p-toluidine, and 5-hydroxyindole were found not to exhibit detectable DBM substrate activity, all of these inactivated the enzyme under turnover conditions.The isotope effect on partition ratio measured for dideuteriated PEDA was found to be a reflection of an isotope effect on Vmax and not on kinact.Our results provide a strong support for the conclusion that the initial nitrogen cation radical species is responsible for enzyme inactivation.Results with ring-deuteriated and ring-tritiated PEDA revealed that the amount of radioactivity incorporated into covalently inactivated DBM by ring-tritiated PEDA is in agreement with that expected for covalent attachment of the para carbon to the protein.An 18O labeling study was carried out to test for oxygen rebound into the aminoacetaldehyde product, and results demonstrated that the aldehyde oxygen of enzymatically produced 2-aminoacetaldehyde exchanges very rapidly with solvent water, in agreement with literature reports.On the basis ...

Oxidation reaction of aliphatic amines and aminoalcohols in aqueous solution induced by argon arc plasma

Argon arc plasma induced a powerful and stepwise oxidation reaction including conversion of methyl group to carboxyl group, oxidative cleavage of carbon-carbon bond, and oxidative deamination. Main active species were considered to be hydroxyl radicals by decomposition of water molecules.

FLAME-INDUCED OXIDATION OF ALIPHATIC AMINES IN AN AQUEOUS SOLUTION

When a town gas-, a hydrogen-, and an ethylene-oxigen flame were blown against the surface of aqueous solution of aliphatic amines, the amines were effectively oxidized to afford amino acids.