Aminoacetaldehyde

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Aminoacetaldehyde
Aminoacetaldehyde.png
Names
Preferred IUPAC name
Aminoacetaldehyde
Other names
H-Gly-al; glycynal
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C2H5NO/c3-1-2-4/h2H,1,3H2
    Key: LYIIBVSRGJSHAV-UHFFFAOYSA-N
  • C(C=O)N
Properties
C2H5NO
Molar mass 59.068 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Aminoacetaldehyde is the organic compound with the formula OHCCH2NH2. Under the usual laboratory conditions, it is unstable, tending instead to undergo self-condensation.[1] Aminoacetaldehyde diethylacetal is a stable surrogate.[2]

In nature, aminoacetaldehyde is produced by oxygenation of taurine catalyzed by taurine dioxygenase, which produces the sulfite H2NCH2CH(OH)SO3.

See also[edit]

References[edit]

  1. ^ Fisher, Lawrence E.; Muchowski, Joseph M. (1990). "Synthesis of α-Aminoaldehydes and α-Aminoketone. A Review". Organic Preparations and Procedures International. 22 (4): 399–484. doi:10.1080/00304949009356309.
  2. ^ Amato, Francesco; Marcaccini, Stefano (2005). "2,2-Diethoxy-1-Isocyanoethane". Organic Syntheses. 82: 18. doi:10.15227/orgsyn.082.0018.