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Nitrocyclohexane
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IUPAC name
Nitrocyclohexane
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.013.050 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C6H11NO2 | |
Molar mass | 129.159 g·mol−1 |
Density | 1.061 g/cm3 |
Melting point | −34 °C (−29 °F; 239 K) |
Boiling point | 205.8 °C (402.4 °F; 478.9 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nitrocyclohexane is an organic compound with the molecular formula C6H11NO2. It is a colorless liquid, but degraded samples appear pale yellow.
Preparation
It is prepared by reaction of nitrogen dioxide with cyclohexane. Cyclohexane is a convenient substrate because all twelve C-H bonds are equivalent, so mononitration does not give isomers (unlike the case of n-hexane).
Hazards
Nitrocyclohexane is highly flammable and a strong oxidizing agent. It is listed as an extremely hazardous substance by the Emergency Planning and Community Right-to-Know Act, and the NOAA warns that it can be explosive.
Further reading
- Iffland, Don C.; Criner, G. X. (1953). "Preparation of Nitro Compounds from Oximes. II. The Improved Synthesis of Nitrocycloalkanes1". Journal of the American Chemical Society. 75 (16): 4047. doi:10.1021/ja01112a049.
- Fahim, Hussein; Fleifel, Abdallah; Fahim, Fawzia (1960). "Synthesis of 1-Benzylnaphthalenes". The Journal of Organic Chemistry. 25 (6): 1040–1041. doi:10.1021/jo01076a605.