Reaction of 3,3’ -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1’ -Dioxide with the Methoxide Anion

2012 ◽  
Vol 22 (6) ◽  
pp. 327-329
Author(s):  
Irina A. Khalfina ◽  
Nadezhda V. Vasilieva ◽  
Irina G. Irtegova ◽  
Vladimir A. Reznikov ◽  
Leonid A. Shundrin
Keyword(s):  
Methoxide Anion

ChemInform Abstract: Conjugate Intra- and Intermolecular Addition Mediated by Methoxide Anion on Polymeric Support.

ChemInform ◽  
2001 ◽  
Vol 32 (4) ◽  
pp. no-no
Author(s):  
Cristiana Fava ◽  
Roberta Galeazzi ◽  
Eugenia Maria Gonzalez-Rosende ◽  
Mario Orena
Keyword(s):  
Polymeric Support ◽  
Methoxide Anion

Slow electron velocity-map imaging photoelectron spectra of the methoxide anion

2006 ◽  
Vol 125 (1) ◽  
pp. 014306 ◽  
Author(s):  
Matthew J. Nee ◽  
Andreas Osterwalder ◽  
Jia Zhou ◽  
Daniel M. Neumark
Keyword(s):  
Photoelectron Spectra ◽  
Electron Velocity ◽  
Velocity Map Imaging ◽  
Slow Electron ◽  
Methoxide Anion

Bimolecular reactions of nucleophiles in the gas phase. The reaction of the methoxide anion with ketones. An ion cyclotron resonance study

1980 ◽  
Vol 33 (10) ◽  
pp. 2271 ◽  
Author(s):  
G Klass ◽  
JH Bowie
Keyword(s):  
Gas Phase ◽  
Cyclotron Resonance ◽  
Ion Cyclotron Resonance ◽  
Bimolecular Reactions ◽  
Methyl Nitrite ◽  
Ion Molecule Reactions ◽  
Ion Cyclotron ◽  
Methoxide Anion

The methoxide anion (produced from methyl nitrite) reacts with neutral ketones (M) to form non-decomposing(M-H+)- ions. The (M-H+)- ions are ambident species and they undergo a number of ion-molecule reactions, including (i) characteristic reactions through the carbanion centre with methyl nitrite, and (ii) for acetone, the formation of an [M +(M- H+)]- ion. In several cases peaks due to collision-stabilized (M+MeO-) ions are observed (e.g. MeO-/acetone), but they are not detected for the majority of cases studied.

An experimental study of the reactivity and relative basicity of the methoxide anion in the gas phase at room temperature, and their perturbation by methanol solvation

1982 ◽  
Vol 60 (20) ◽  
pp. 2594-2605 ◽  
Author(s):  
Gervase I. Mackay ◽  
Asit B. Rakshit ◽  
Diethard K. Bohme
Keyword(s):  
Proton Transfer ◽  
Gas Phase ◽  
Rate Constants ◽  
Solvent Free ◽  
Transfer Reactions ◽  
Free Proton ◽  
Proton Transfer Reactions ◽  
Intrinsic Reactivity ◽  
Relative Acidity ◽  
Methoxide Anion

Flowing afterglow measurements at 296 ± 2 K are reported which explore three aspects of the gas-phase acid–base chemistry of the methoxide anion. Firstly, the intrinsic reactivity of this ion has been determined from measurements of rate constants for solvent-free proton-transfer reactions with molecules more acidic than methanol including CH2=C=CH2, C6H5CH3, C2H5OH, C2H2, CH3CN, CH3COCH3, CH3CHO, CH3NO2, and HCN. Secondly, equilibrium constant measurements have been performed for solvent-free proton-transfer reactions which provide a gas-phase scale of acidities for these molecules relative to the acidity of methanol. Finally, rate constants were measured for the reactions of these acids with methoxide ions solvated with up to three molecules of methanol. The results establish trends in reactivity as a function of step–wise solvation when relative acidity is preserved and when a reversal occurs in the relative acidity upon solvation.

scholarly journals EFFECT OF STRUCTURE OF ALKYL SUBSTITUENT AT N(2) POSITION OF HETEROCYLE ON NUCLEOPHILIC SUBSTITUTION OF O-NUCLEOPHILES FOR NITRO GROUP IN N-SUBSTITUTED 3-NITRO-1,2,4-TRIAZOLES

2021 ◽  
pp. 3-7
Author(s):  
И.А. Крупнова ◽  
Г.Т. Суханов ◽  
А.Г. Суханова ◽  
К.К. Босов ◽  
Ю.В. Филиппова ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Nitro Group ◽  
Alkyl Substituent ◽  
Derivatives Of ◽  
By Products ◽  
Methoxide Anion ◽  
Effect Of Structure

Проведены исследования процесса SNipso–замещения нитрогруппы алкилзамещенных производных 3-нитро-1,2,4-триазола. Показано, что N(2)-изомерные производные нитротриазолы вступают в реакцию нуклеофильного замещения нитрогруппы с метоксид-анионом с образованием соответствующих метокси-производных. Реакции SNipso–замещения нитрогруппы 1-алкил-5-нитро-1,2,4-триазолов метоксид-анионом практически селективны. Доля побочных продуктов не превышает 1,0 %. Here we investigate the SNipso–substitution of the nitro group in alkyl-substituted derivatives of 3-nitro-1,2,4-triazole. The N(2)-isomeric derivatives of nitrotriazoles were found to engaged in the reaction of nucleophilic substitution of the nitro group with the methoxide anion to furnish the respective methoxy derivatives. The reactions of SNipso–substitution of the nitro group in 1-alkyl-5-nitro-1,2,4-triazoles with the methoxide anion were almost selective. The portion of by-products was not in excess of 1.0 %.

Study of reaction of substituted nitrophenyl acetates and benzoates with nucleophiles

1979 ◽  
Vol 44 (6) ◽  
pp. 1779-1789 ◽  
Author(s):  
Vladimír Macháček ◽  
Sylvie Marečková ◽  
Vojeslav Štěrba
Keyword(s):  
Aromatic Ring ◽  
Rate Constant ◽  
Rate Constants ◽  
Steric Effect ◽  
Nucleophilic Attack ◽  
Carbonyl Carbon ◽  
Respective Rate ◽  
Methoxide Anion

Reaction of 2-substituted 4,6-dinitrophenyl acetates and benzoates with methoxide, 4-bromophenoxide and acetate anions and with anion of methyl cyanoacetate has been studied in methanol at 25 °C, and the respective rate constants have been determined along with the rate constant ratios of nucleophilic attacks at carbonyl carbon (CCO) and C1 carbon of the aromatic ring (CAr). Content of the 2-substituted 4,6-dinitrophenols formed by nucleophilic attack at CCO increases in the product with increasing hardness of the nucleophiles in the series methyl cyanoacetate anion < 4-bromophenoxide anion < methoxide anion. The substituents polar effects are decisive for the attack at CAr, whereas both polar and steric effect operate in the attack at CCO. Methoxide anion attacks the CCO of 2,4-dinitrophenyl ester even faster than the CCO of 2,4,6-trinitrophenyl ester.

A theoretical study of adduct formation between methanolate and Propan-2-one

1981 ◽  
Vol 34 (6) ◽  
pp. 1189 ◽  
Author(s):  
JC Sheldon
Keyword(s):  
Hydrogen Bond ◽  
Oxygen Atom ◽  
Ab Initio ◽  
Molecular Orbital ◽  
Theoretical Study ◽  
Adduct Formation ◽  
Molecular Orbital Calculations ◽  
Carbonyl Carbon ◽  
Methyl Group ◽  
Methoxide Anion

Ab initio molecular orbital calculations at the STO-3G level of approximation predict that the methoxide anion bonds through its oxygen atom to form complexes with acetone in at least three different ways: (i) A tetrahedral adduct at the carbonyl carbon (ΔE -262 kJ mol-1). (ii) A hydrogen-bond complex with a single hydrogen of one methyl group (- 100 kJ mol-1). (iii) A symmetrical bidentate hydrogen-bond complex with a hydrogen from each acetone methyl group (- 143 kJ mol-1).

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