I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
Nitromethane is used as a stabilizer of halogenated organic solvents, rocket and racing fuel and a chemical intermediate. It is also used as a solvent for cyanoacrylate adhesives, polymers and waxes. It serves as a Michael donor, adding to alfa,beta-unsaturated carbonyl compounds through 1,4-addition in the Michael reaction. It acts as a solvent used for extractions, reaction medium and as a cleaning solvent. Further, it is used in the manufacture of pharmaceuticals, explosives, fibers and coatings.
For conditions for the Henry (nitro-aldol) condensation of nitroalkanes with carbonyl compounds, see 1-Nitropropane, A11975 . In the Tiffeneau-Demjanov ring expansion of ketones, the nitro aldol is reduced to the ß-hydroxyamine before diazotization; see, e.g. (cyclohexanone to cycloheptanone): Org. Synth. Coll., 4, 221 (1963); review: Org. React., 11, 157 (1960).
For a review of the use of nitro compounds as alkyl anion synthons, including methods for removing the nitro group from the resulting carbon skeletons, see: Synthesis, 833 (1988).
For reaction with TosMIC adducts to give pyrroles, see p-Toluenesulfonylmethyl isocyanide, A14312 .
For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1174 (2007).
Brequigny, P.; Dayma, G.; Halter, F.; Mounaïm-Rousselle, C.; Dubois, T.; Dagaut, P. Laminar burning velocities of premixed nitromethane/air flames: An experimental and kinetic modeling study. Proc. Combust. Inst. 2015, 35 (1), 703-710.
Wang, C.; Wu, H. L.; Song, Y. F.; He, X.; Yang, Y. Q.; Tan, D. W. Intense pumping and time-and frequency-resolved CARS for driving and tracking structural deformation and recovery of liquid nitromethane molecules. Chem. Phys. Lett. 2015, 640, 101-105.
Hazard Statements: H226-H302+H332-H350-H361
Flammable liquid and vapour. Harmful if swallowed. Harmful if inhaled. May cause cancer. Suspected of damaging fertility or the unborn child.
Precautionary Statements: P201-P202-P210-P233-P240-P241-P242-P243-P261-P264b-P270-P271-P281-P301+P312-P303+P361+P353-P304+P340-P308+P313-P330-P370+P378q-P501c
Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF exposed or concerned: Get medical advice/attention. Rinse mouth. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant