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N-methoxymethylamine
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'''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.
Chemical data
- Formula
- C2H7NO
- Molecular weight
- 61.08 g/mol
- IUPAC name
- N-methoxymethanamine
- SMILES
- CNOC
- InChIKey
- KRKPYFLIYNGWTE-UHFFFAOYSA-N
- XLogP
- -0.2
- Polar surface area
- 21.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 61.053
Show 4 more facts
- canonical SMILES
- CNOC
- chemical formula
- C₂H₇NO
- pKa
- 4.75
- Commons category
- N,O-Dimethylhydroxylamine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- See also
- 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.
Excerpted from Wikipedia’s “N-methoxymethylamine” article, available under the CC BY-SA 4.0 licence.