N,O-Dimethylhydroxylamine

N,O-Dimethylhydroxylamine[1]
IUPAC name

N-Methoxymethanamine
Other names

Methoxymethylamine; Methylmethoxyamine
Identifiers
CAS number 1117-97-1 Y, 
6638-79-5 (HCl)
PubChem 14232
Jmol-3D images Image 1
Properties
Molecular formula C2H7NO
Molar mass 61.08 g mol−1
Melting point

112-115 °C (HCl)
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

N,O-Dimethylhydroxylamine is used in amide coupling reactions to form Weinreb amides for use in the Weinreb ketone synthesis.[1]

It was identified as a microbial degradation product of the herbicide linuron formed in the presence of extracts of Bacillus sphaericus ATCC 12123 by characterization of its dinitrophenyl derivative.[2]

References

  1. ^ a b N,O-Dimethylhydroxylamine hydrochloride at Sigma-Aldrich
  2. ^ G. Engelhardt, P. R. Wallnofer, R. Plapp (1972). "Identification of N, O-Dimethylhydroxylamine as a Microbial Degradation Product of the Herbicide, Linuron". Applied Microbiology 23 (3): 664–666. PMC 380407. PMID 5021977. http://aem.asm.org/cgi/reprint/23/3/664.pdf.