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NITRONATE

Nitronate

A nitronate (IUPAC: azinate) in organic chemistry is an anion with the general structure R1R2C=N+(−O−)2, containing the =N+(−O−)2 functional group, where

Nitronate

Nef reaction

Chemical reaction; acid hydrolysis of a nitroalkane salt to a ketone

sulfuric acid to acetophenone. The reaction mechanism starting from the nitronate salt as the resonance structures 1a and 1b is depicted below: The salt

Nef reaction

Nef_reaction

Nitronate monooxygenase

Class of enzymes

Nitronate monooxygenase (EC 1.13.12.16, NMO) is an enzyme with systematic name nitronate:oxygen 2-oxidoreductase (nitrite-forming). This enzyme catalyses

Nitronate monooxygenase

Nitronate_monooxygenase

Nitro compound

Organic compound containing an –NO2 group

Nitrosating a nitronate gives a nitrolic acid. Nitronates are also key intermediates in the Nef reaction: when exposed to acids or oxidants, a nitronate hydrolyzes

Nitro compound

Nitro_compound

Hass–Bender oxidation

Chemical reaction

begins with the deprotonation of 2-nitropropane at the α carbon to form a nitronate. This compound then initiates an SN2 reaction to displace the benzyl halide

Hass–Bender oxidation

Hass–Bender_oxidation

Henry reaction

Chemical reaction

nitroalkanes to give nitronate alkoxides that yield mainly syn-nitro alcohols once protonated, and finally generation of nitronate anions in which one

Henry reaction

Henry_reaction

3-aci-nitropropanoate oxidase

Class of enzymes

also called propionate-3-nitronate oxidase. It employs one cofactor, FMN. Porter DJ, Bright HJ (1987). "Propionate-3-nitronate oxidase from Penicillium

3-aci-nitropropanoate oxidase

3-aci-nitropropanoate_oxidase

Nitro-Mannich reaction

Chemical reaction

reaction) is the nucleophilic addition of a nitroalkane (or the corresponding nitronate anion) to an imine, resulting in the formation of a beta-nitroamine. With

Nitro-Mannich reaction

Nitro-Mannich_reaction

Nitrolic acid

using nitroethane. The reaction proceeds via the intermediacy of the nitronate anion. Most nitrolic acids are laboratory curiosities. One exception is

Nitrolic acid

Nitrolic_acid

Dimethyldioxirane

Chemical compound

Conversion of Nitro to Carbonyl Group by Dimethyldioxirane (DMD) Oxidation of Nitronate Anions". Synlett. 1998 (12): 1335–1336. doi:10.1055/s-1998-1947.

Dimethyldioxirane

Michael addition reaction

Reaction in organic chemistry

Melton, J. (1988). "Conversion of Nitro to Carbonyl by Ozonolysis of Nitronates: 2,5-Heptanedione". Organic Syntheses; Collected Volumes, vol. 6, p. 648

Michael addition reaction

Michael_addition_reaction

Topics referred to by the same term

power from a signal in an adjacent channel An alternate name for the nitronate moiety Application container image, a specification for the format and

ACI

Hydroxamic acid

Organic compounds of the form –C(=O)N(OH)–

primary nitro compounds kept in an acidic solution (to minimize the nitronate tautomer) hydrolyze to a hydroxamic acid. In base, the reaction requires

Hydroxamic acid

Hydroxamic_acid

HSAB theory

Chemical theory about acids and bases

poorly. Violations occur with cyanide, cyanate, thiocyanate, nitrite, nitronates, amide enaminols, and phenylsulfinate. Instead, the determining factor

HSAB theory

HSAB_theory

Nitrone

Chemical group (>C=N(O)–)

g. metals, SO2) deoxygenate to the imine instead. N-Oxoammonium salt Nitronate Hamer, Jan; Macaluso, Anthony (1964-08-01). "Nitrones". Chemical Reviews

Nitrone

Fenestrane

Chemical compound with four carbon rings sharing a single carbon atom

step with 1-nitrocyclopentene 3 in a nucleophilic addition whereby the nitronate 4 is captured by phenylselenenyl bromide to the selenium intermediate

Fenestrane

Diisopropylamine

Chemical compound

Jack Melton (1977). "Conversion of Nitro to Carbonyl by Ozonolysis of Nitronates: 2,5-Heptanedione". Organic Syntheses. 56: 36. doi:10.15227/orgsyn.056

Diisopropylamine

Topics referred to by the same term

disease or Devic's syndrome N-Methylmorpholine N-oxide, an organic compound Nitronate monooxygenase, an enzyme Normal Move Out, in reflection seismology National

NMO

List of EC numbers (EC 1)

11.31: arachidonate 12-lipoxygenase EC 1.13.11.32: Now EC 1.13.12.16, nitronate monooxygenase EC 1.13.11.33: arachidonate 15-lipoxygenase EC 1.13.11.34:

List of EC numbers (EC 1)

List_of_EC_numbers_(EC_1)

Pseudohalogen

Compounds with similar properties to polyatomic halogens

Oxides". In Feuer, Henry [in German] (ed.). Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis: Novel Strategies in Synthesis (2nd ed.). Hoboken

Pseudohalogen

Carbanion

Organic ion with a negatively charged carbon atom

with neighboring conjugating groups (e.g., allylic anions, enolates, nitronates, etc.) are generally planar rather than pyramidized. Likewise, delocalized

Carbanion

Cycloisomerization

Typer of isomerization

(figure 1). It is proposed that activation occurs via H–bonding of both the nitronate and the ester to the thiourea catalyst and explains the interesting selectivity

Cycloisomerization

2,3-Dihydrofuran

Chemical compound

Sukhorukov (2023). "Reductive Denitrogenation of Six-membered Cyclic Nitronates to Densely Substituted Dihydrofurans with Raney® Nickel/AcOH System".

2,3-Dihydrofuran

Gustavs Vanags

Latvian chemist

molecular structure of 2-nitro-1,3-indandione dihydrate. A hydronium nitronate". Acta Crystallographica B. B33 (10): 3045–3049. doi:10.1107/S0567740877010231

Gustavs Vanags

Gustavs_Vanags