N,O-Dimethylhydroxylamine

N,O-Dimethylhydroxylamine[1]
IUPAC name N-Methoxymethanamine
Other names Methoxymethylamine; Methylmethoxyamine
Identifiers
CAS number	1117-97-1,  6638-79-5 (HCl)
PubChem	14232
Jmol-3D images	Image 1
SMILES CNOC
Properties
Molecular formula	C2H7NO
Molar mass	61.08 g mol−1
Melting point	112-115 °C (HCl)
Y (verify) (what is: Y/N?) 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.