| Methyl isocyanide | |
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Isocyanomethane |
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Other names
methyl isocyanide; isoacetonitrile; methylisonitrile |
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| Identifiers | |
| CAS number | 593-75-9 |
| PubChem | 11646 |
| ChemSpider | 11156 |
| DrugBank | DB04337 |
| ChEBI | CHEBI:44177 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C2H3N |
| Molar mass | 41.05 g mol−1 |
| Appearance | colorless liquid |
| Density | 0.786 g/mL liquid |
| Melting point |
−45 °C |
| Boiling point |
59-60 °C |
| Solubility in water | miscible |
| Solubility | organic solvents |
| Hazards | |
| EU classification | Flammable, harmful |
| R-phrases | R11, R20/21/22, R36 |
| S-phrases | (S1/2), S16, S36/37 |
| NFPA 704 |
3
2
0
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| Related compounds | |
| Related compounds | acetic acid, acetamide, ethylamine, Acetonitrile |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Methyl isocyanide or Isocyanomethane is an organic compound and a member of the isocyanide family. This colorless liquid is structurally similar to the isomeric methyl cyanide (acetonitrile), but its reactivity is very different. Methyl isocyanide is mainly used for making 5-membered heterocyclic rings or circlets.
Contents |
Methyl isocyanide was first prepared Gautier by reaction of silver cyanide with methyl iodide.[1][2] The common method for preparing methyl isocyanides is the dehydration of N-methylformamide.[3]
Methyl isocyanide is useful for the preparation of various heterocycles. It is also a ligand in organometallic chemistry.[4]