Nitryl cyanide
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| Names | |
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| IUPAC name
Nitroformonitrile
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| Other names
Nitric cyanide
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| Identifiers | |
3D model (
JSmol ) |
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PubChem CID
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| Properties | |
| CN2O2 | |
| Molar mass | 72.023 g·mol−1 |
| Appearance | Colourless liquid |
| Density | 1.24 g ml−1 (−79 °C) |
| Melting point | −85 °C (−121 °F; 188 K) |
| Boiling point | 7 °C (45 °F; 280 K) |
| Reacts with water | |
| Thermochemistry | |
Std enthalpy of (ΔfH⦵298)formation |
212 kJ mol−1 |
| Related compounds | |
Related compounds
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Nitrile isocyanide (CNNO2) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nitryl cyanide is an energetic chemical compound with the formula NCNO2. Nitryl cyanide is a possible precursor to the theoretical explosive 2,4,6-trinitro-1,3,5-triazine.[1][2]
Synthesis
Nitryl cyanide was first synthesized in 2014. The reaction of nitronium tetrafluoroborate with tert-butyldimethylsilyl cyanide at −30 °C produces nitryl cyanide, with tert-butyldimethylsilyl fluoride and boron trifluoride as byproducts.[1]
- NO2BF4 + t−BuMe2SiCN → NCNO2 + t−BuMe2SiF + BF3
The conversion of this method is only 50%, and using an excess of tert-butyldimethylsilyl causes the yield to drop even further.[1]
References
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