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The reaction has been the subject of several literature reviews. [1] [2] [3] The Nef reaction: 1. Salt of a nitroalkane 3. Ketone 4. Nitrous oxide. The reaction was reported in 1894 by the chemist John Ulric Nef, [4] who treated the sodium salt of nitroethane with sulfuric acid resulting in an 85–89% yield of nitrous oxide and at least 70% ...
Nitromethane reacts with solutions of sodium hydroxide or methoxide in alcohol to produce an insoluble salt of nitromethane. This substance is a sensitive explosive which reverts to nitromethane under acidic conditions and decomposes in water to form another explosive compound, sodium methazonate, which has a reddish-brown color:
Nitroethane is an organic compound having the chemical formula C 2 H 5 NO 2. Similar in many regards to nitromethane , nitroethane is an oily liquid at standard temperature and pressure. Pure nitroethane is colorless and has a fruity odor.
In the so-called Ter Meer reaction (1876) named after Edmund ter Meer, [14] the reactant is a 1,1-halonitroalkane: The reaction mechanism is proposed in which in the first slow step a proton is abstracted from nitroalkane 1 to a carbanion 2 followed by protonation to an aci-nitro 3 and finally nucleophilic displacement of chlorine based on an ...
Note that nitrogen is a better nucleophile than oxygen and most nitrites would react via an S N 2-like mechanism and the major product would be nitromethane. For example, sodium and potassium nitrite reacting with iodomethane would produce mostly nitromethane, with methyl nitrite as the minor product.
1-nitropropane is produced industrially by the reaction of propane and nitric acid. This reaction forms four nitroalkanes: nitromethane, nitroethane, 1-nitropropane, and 2-nitropropane. 1-nitropropane is also a byproduct of the process for making 2-nitropropane, which is done by vapour phase nitration of propane.
The case for S N 2 reactions is quite different, as the lack of solvation on the nucleophile increases the rate of an S N 2 reaction. In either case (S N 1 or S N 2), the ability to either stabilize the transition state (S N 1) or destabilize the reactant starting material (S N 2) acts to decrease the ΔG ‡ activation and thereby increase the ...
In the lab, phenyl-2-nitropropene is produced by the reaction of benzaldehyde and nitroethane in the presence of a basic catalyst like n-butylamine.The reaction is a nitroaldol reaction, and is a variant of a Knoevenagel condensation reaction, which is one of a broader class of reactions called Henry condensations, or simply Henry reactions.