Aminoacetaldehyde

Aminoacetaldehyde

Names
Preferred IUPAC name Aminoacetaldehyde
Other names H-Gly-al; glycynal
Identifiers
CAS Number	6542-88-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17628
ChEMBL	ChEMBL296723
ChemSpider	356
KEGG	C06735
PubChem CID	363
UNII	75G7022MOD
CompTox Dashboard (EPA)	DTXSID50215728
InChI InChI=1S/C2H5NO/c3-1-2-4/h2H,1,3H2 Key: LYIIBVSRGJSHAV-UHFFFAOYSA-N
SMILES C(C=O)N
Properties
Chemical formula	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). Infobox references

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

• Aminoaldehydes and aminoketones

References

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 .