N-Methyl-N-nitrosoacetamide
Basic information
- CAS
7417-67-6- Standard SMILES
CC(=O)N(C)N=O- InChIKey
FFLFWNRFMZRFKU-UHFFFAOYSA-N- Molecular formula
- C3H6N2O2
- Average molar mass
- 102.09 g/mol
- Monoisotopic mass
- 102.04292744
Overview
structure given in first source
Names & identifiers
- Preferred name
- N-Methyl-N-nitrosoacetamide
- IUPAC
- N-methyl-N-nitrosoacetamide
- English name
- N-methyl-N-nitrosoacetamide
- Molecular formula
- C3H6N2O2
- Molecular weight
- 102.09
Names & synonyms
N-Methyl-N-nitrosoacetamide7417-67-6METHYLNITROSOACETAMIDEN-Nitroso-N-methylacetamideAcetamide, N-methyl-N-nitroso-3Z9NVS44SLNSC-59622DTXSID50225140RefChem:163764DTXCID50147631MethylnitrosoacetamidMethylnitrosoacetamid [German]
Show more names
CCRIS 6334NSC 59622BRN 1751102N-nitroso-N-methylacetamidUNII-3Z9NVS44SLWLN: ONN1&V1N-methyl-N-nitroso AcetamideSCHEMBL103330
Database identifiers
- CAS
7417-67-6- PubChem CID
- 23898
- DTXSID
DTXSID50225140- UNII
- 3Z9NVS44SL
- Nikkaji
- J2.262D
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 49.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 90.9
Physicochemical properties
- Boiling point
- 191.38 °C · 191.38°C (rough estimate)
- Density
- 1.3516 · 1.3516 (rough estimate)
- refractive index
- 1.4715 · 1.4715 (estimate)
- Water Solubility
- 17.36 g/L · 17.36g/L(24 ºC)
- Henry's Law Constant
- 8.6 · 8.6×10-2 mol/(m3Pa) at 25℃, Mirvish et al. (1976)
- FDA UNII
- 3 Z9NVS44SL · 3Z9NVS44SL
Chemistry & industry
Applications
UsesN-methyl-N-nitrosoacetamide is an alkylating agent; a source of diazomethane; can be used as an activated acylating agent and as a precursor to esters and olefins.
Preparation methods
PreparationNitrosation of N-alkyl amides with Sodium Nitrite/acid mixtures, Nitrosyl Chloride, or Nitrogen Dioxide. N-Deprotonation of the amide with n-Butyllithium or Sodium Hydride, followed by treatment with nitrosonium salts or Nitrogen Dioxide, is a second approach that is particularly useful in the preparation of thermally labile nitrosoamides.
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Compound notes
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