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| Names | |
|---|---|
| Preferred IUPAC name
N-Methylformamide | |
| Other names
Methylformide
NMF N-methylmethanamide | |
| Identifiers | |
3D model (JSmol)
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| 1098352 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.004.205 |
| EC Number |
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| KEGG | |
| MeSH | methylformamide |
PubChem CID
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| RTECS number |
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C2H5NO | |
| Molar mass | 59.068 g·mol−1 |
| Appearance | Colourless liquid |
| Odor | fishy, ammoniacal |
| Density | 1.011 g mL−1 |
| Melting point | −4 °C (25 °F; 269 K) |
| Boiling point | 182.6 °C; 360.6 °F; 455.7 K |
| Miscible | |
Refractive index (nD)
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1.432 |
| Thermochemistry | |
Heat capacity (C)
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125.2 J K−1 mol−1 |
| Hazards | |
| GHS labelling: | |
 
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| Danger | |
| H312, H360 | |
| P280, P308+P313 | |
| Flash point | 111 °C (232 °F; 384 K) |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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4 g kg−1 (oral, rat) |
| Related compounds | |
Related alkanamides
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N-Methylformamide (NMF) is a colorless, nearly odorless, organic compound and secondary amide with molecular formula CH3NHCHO, which is a liquid at room temperature. NMF is mainly used as a reagent in various organic syntheses with limited applications as a highly polar solvent.[1]
NMF is closely related to other formamides, notably formamide and dimethylformamide (DMF). However, industrial use and production of NMF are far less than for either of these other formamides. DMF is favored over NMF as a solvent due to its greater stability.[1] Annual production of NMF can be assumed to be significantly less than the production of either formamide (100,000 tons) or DMF (500,000 tons).[1]
- ^ a b c Bipp, H.; Kieczka, H. "Formamides". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a12_001. ISBN 978-3527306732.