Names | |
---|---|
Preferred IUPAC name N-Methoxymethanamine | |
Other names Methoxymethylamine; Methylmethoxyamine; HNMeOMe | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.012.960 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
InChI
| |
SMILES
| |
Properties | |
Chemical formula | C2H7NO |
Molar mass | 61.084 g·mol |
Melting point | −97 °C (−143 °F; 176 K) Hydrochloride salt: 112 to 115 °C (234 to 239 °F; 385 to 388 K) |
Boiling point | 43.2 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references |
N,O-Dimethylhydroxylamine is a methylated hydroxylamine used to form so called 'Weinreb amides' for use in the Weinreb ketone synthesis. It is commercially available as its hydrochloride salt.
Synthesis
It may be prepared by reacting ethyl chloroformate (or similar) with hydroxylamine followed by treatment with a methylating agent such as dimethyl sulfate. The N,O-dimethylhydroxylamine is then liberated by acid hydrolysis followed by neutralization.
See also
References
- ^ N,O-Dimethylhydroxylamine hydrochloride at Sigma-Aldrich
- ^ Weinreb, Steven M.; Folmer, James J.; Ward, Timothy R.; Georg, Gunda I. (2006). "N,O-Dimethylhydroxylamine". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd341.pub2. ISBN 0471936235.