Nitrocyclohexane is an organic compound with the molecular formula C6H11NO2 or (CH2)5CHNO2. It is a colorless liquid, but degraded samples appear pale yellow. It once was produced commercially as a precursor to caprolactam.
Preparation It is prepared by reaction of nitrogen dioxide with cyclohexane, the so-called Nixian process. 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.
References
Further reading Iffland, Don C.; Criner, G. X. (1953). "Preparation of Nitro Compounds from Oximes. II. The Improved Synthesis of Nitrocycloalkanes". 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.



