N,O-Dimethylhydroxylamine

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N,O-Dimethylhydroxylamine[1]
Structual formula of N,O-dimethylhydroxylamine
Ball-and-stick model of the N,O-dimethylhydroxylamine molecule
Names
IUPAC name
N-Methoxymethanamine
Other names
Methoxymethylamine; Methylmethoxyamine; HNMeOMe
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.960
Properties
C2H7NO
Molar mass 61.08 g·mol−1
Melting point 112 to 115 °C (234 to 239 °F; 385 to 388 K) (HCl)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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]

See also[edit]

References[edit]

  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" (PDF). Applied Microbiology. 23 (3): 664–666. PMC 380407Freely accessible. PMID 5021977.