Anodic oxidation of N,N-dimethyl-m-toluidine at a platinum electrode in an acetonitrile solution.
スポンサーリンク
概要
- 論文の詳細を見る
The electrochemical behavior of <I>N</I>,<I>N</I>-dimethyl-<I>m</I>-toluidine (DMMT) in an acetonitrile solution at a Pt electrode was investigated. By controlled-potential oxidation at 0.65 V (<I>vs.</I> Ag/0.01 mol dm<SUP>−3</SUP> AgClO<SUB>4</SUB>), the dihydro compound (<B>I-a</B>), which had been considered to be an intermediate in the reaction forming benzidine, was probably obtained. <B>I-a</B> was gradually converted to <I>N</I>,<I>N</I>,<I>N</I>′,<I>N</I>′-tetramethyl-2,2′-dimethylbenzidine (TMMB) in the solution within several hours. <B>I-a</B> was easily converted to TMMB by the cathodic re-reduction at −0.9 V or by adding either pyridine or water; this reaction pathway is useful for the synthesis of TMMB. Preliminary mechanistic information on the anodic oxidation of DMMT is also given by cyclic and ring-disk electrode voltammetry, current-reversal chronopotentiometry, and controlled-potential coulometry. The proposed reactions are: A–e→A<SUP>\underset.+</SUP>, A<SUP>\underset.+</SUP>+A\overset<I>k</I>→A-A<SUP>\underset.+</SUP>, and A-A<SUP>\underset.+</SUP>–e→DH<SUB>2</SUB><SUP>2+</SUP>, where A and A<SUP>\underset.+</SUP> are, respectively, DMMT and its cation radical, DH<SUB>2</SUB><SUP>2+</SUP> is the dihydro compound (<B>I-a</B>), and <I>k</I> is the rate constant of the coupling reaction (<I>ca.</I> 5×10<SUP>3</SUP> dm<SUP>3</SUP> mol<SUP>1</SUP> s<SUP>1</SUP>). TMMB is formed by: DH<SUB>2</SUB><SUP>2+</SUP>+2e(or 2Py)→D+H<SUB>2</SUB>(or 2PyH<SUP>+</SUP>), where D is TMMB and Py is pyridine.
- 公益社団法人 日本化学会の論文
著者
-
Yamaguchi Hiroko
Department Of Bioresources Chemistry Faculty Of Horticulture Chiba University
-
Taniguchi Isao
Department Of Applied Chemistry & Biochemistry Faculty Of Engineering Kumamoto University
-
Tanoue Tatsuya
Department of Industrial Chemistry, Faculty of Engineering, Kumamoto University
-
Yasukouchi Kazuo
Department of Industrial Chemistry, Faculty of Engineering, Kumamoto University
関連論文
- Surface pK_a of Amine-Terminated Self-assembled Monolayers Evaluated by Direct Observation of Counter Anion by FT-Surface Enhanced Raman Spectroscopy
- アントラキノン部位を有する自己組織化単分子膜におけるアルキル鎖の電気化学反応及びSEIRAスペクトルに及ぼす影響
- Molecular Properties of Mycelial Aggregate-Specific Lectin of Pleurotus cornucopiae(GENETICS, MOLECULAR BIOLOGY, AND GENE ENGINEERING)
- Two Genes Encoding Fruit Body Lectins of Pleurotus cornucopiae : Sequence Similarity with the Lectin of a Nematode-Trapping Fungus(Biochemistry & Molecular Biology)
- Heterotactic Polymerization of Methacrylates Having C-3 Ester Group
- Phototriggered Chemical Reduction of NADP^+ by Zn-reconstituted Myoglobin and Triethanolamine as a Sacrificial Donor
- Photochemical Reduction of NADP^+ by Zinc Protoporphyrin Reconstituted Myoglobin as a Simple Model of Photosystem I
- Effect of Structure of the Redox Center on the Electron Transfer Reaction of Myoglobin
- Electrocatalytic Oxidation of Glucose at Carbon Electrodes Modified with Gold and Gold-Platinum Alloy Nanoparticles in an Alkaline Solution
- Alternative or Simultaneous Electrochemical Access with Micro Water/Oil Phases in a Middle Phase Microemulsion Based on the Hydrophilic/Lipophilic Balance on Electrode Surfaces
- In situ STM Visualization of Fullerene Epitaxial Adlayers on Au (III) Surfaces Prepared by the Transfer of Langmuir Films
- Direct Observation of Perchlorate Incorporation Induced by Redox Reaction of Ferrocene Terminated Self-Assembled Monolayer Studied by in situ FT-Surface Enhanced Raman Spectroscopy
- Selective Detection of Uric Acid in the Presence of Ascorbic Acid and Acetaminophen at a Glassy Carbon Paste Electrode in an Alkaline Solution
- Reductive Degradation of a[2Fe-2S] Cluster of Chlorella Ferredoxin Studied by Circular Dichroism Spectroscopy
- Voltammetric Determination of Tryptophan and Serotonin at Glassy Carbon Paste Electrodes in a Potential Region Free from Interfering Substances
- Electrochemical Analysis of Water-soluble Paraquat and Diquat in Urine
- New Simple Cell for In-situ Fluoroelectrochemical Measurements
- Dependence of the Electrochemical Response of Ferritin on the Number of Iron Atoms at the Ferritin Core
- Determination of Methyl Amphetamine in Urine by Differential Pulse Polarography
- Effect of Surface Hydrophilicity of an Indium Oxide Electrode on Direct Electron Transfer of Myoglobins
- Highly Catalytic Electrode for Glucose Electro-oxidation Based on Au Nanoparticles Electrodeposited onto HOPG Substrate
- Determination of Methylamphetamine in Urine by Differential Pulse Polarography
- Effective Electrocatalytic Oxidation of Glucose at Platinum Nanoparticle-based Carbon Electrodes
- Phase Separation of an Unsymmetrical Disulfide SAM at an Evaporated Au(111) Electrode Monitored by Reductive Desorption and the Electrochemical Response of Cytochrome c
- Electrochemical Analysis of Biochemical Functions of Native and Semi-artificially Modified Myoglobins
- Au(111)電極上での2-,4-ピリジンチオールおよび2-ピリミジンチオールの吸着種の電位およびpH依存性
- Electrochemical Study of Biological Functions of Particular Evolutionary Conserved Amino Acid Residues Using Mutated Molecules of Maize Ferredoxin
- Effect of the Structure of Modifiers Adsorbed on Gold Single Crystal Surfaces on the Promotion of the Electrode Reaction of Cytohrome c
- Electrochemical Behavior of the Enzyme Reaction of Chlorella Ferredoxin-FNR-NADP^+ System
- Effect of Secondary Structure of Polypeptide SAM on Redox Reaction of Fe(CN)64－
- Vibration spectra and rotational isomerism of chain molecules. VII. 1-Chloro-, 1-bromo-, and 1-iodopropanes, and 1-chloro-, 1-bromo-, and 1-iodobutanes.
- Anodic oxidation of N,N-dimethyl-m-toluidine at a platinum electrode in an acetonitrile solution.
- The crystal and molecular structure of silver (I) N,N-diethyldithiocarbamate.
- The crystal and molecular structure of the copper(I) chloride complex containing p-benzoquinone as a ligand.
- Adsorption of benzoic acid on a mercury electrode.
- Copper(I) chloride complex containing p-benzoquinone as a ligand.
- A study of the reduction mechanism of p-dimethylaminobenzaldehyde to 1,2-bis(p-dimethylaminophenyl)-1,2-ethanediol by rotating disk electrode voltammetry.