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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% ...
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 ...
The figure below illustrates one of the commonly accepted models for stereoselection without any modification to the Henry reaction. In this model, stereoselectivity is governed by the size of the R groups in the model (such as a carbon chain), as well as by a transition state that minimizes dipole by orienting the nitro group and carbonyl oxygen anti each other (on opposite sides of the ...
A neutralization reaction is a type of double replacement reaction. A neutralization reaction occurs when an acid reacts with an equal amount of a base. This reaction usually produces a salt. One example, hydrochloric acid reacts with disodium iron tetracarbonyl to produce the iron dihydride: 2 HCl + Na 2 Fe(CO) 4 → 2 NaCl + H 2 Fe(CO) 4
The authors used a binaphthol ligated Yb/K heterobimetallic complex to induce enantiocontrol in the reaction, furnishing β-nitroamines in moderate to good yields with good enantioselectivities. However, nitromethane was the only nitroalkane that could be used with the heterobimetallic complex and the reactions were very slow (2.5–7 days ...
The reaction utilizes benzene as a solvent and proceeds to about 90% yield in 12 hours. [9] Reaction of nitroethylene and aniline. Another example of nitroethylene is from the coupling reaction with a vinyl Grignard reagent and a silyl glyoxalate to form a nitrocylopentanol. This process via a Henry reaction and is highly diastereoselective. [10]
Non-carbon nucleophiles such as water, alcohols, amines, and enamines can also react with an α,β-unsaturated carbonyl in a 1,4-addition. [10] Some authors have broadened the definition of the Michael addition to essentially refer to any 1,4-addition reaction of α,β-unsaturated carbonyl compounds.