13044-90-1

Usage

Structure

A cyclohexadiene ring with two carbonyl groups (C=O) at the 1 and 4 positions, and four dimethylamino (CH3-NH-) groups substituted on the 2, 3, 5, and 6 positions.

Derivative

It is a derivative of cyclohexadiene-1,4-dione with four dimethylamino groups substituted on the 2, 3, 5, and 6 positions.

Electron-donating properties

The presence of the dimethylamino groups makes the compound an electron-donating agent, which can be useful in various organic synthesis reactions.

Reagent

The compound can be used as a reagent in organic synthesis reactions due to its electron-donating properties.

Ligand

The compound can be used as a ligand in coordination chemistry due to its electron-donating properties.

Precursor

The compound can be used as a precursor for the synthesis of other valuable organic compounds.

Applications

The compound has potential applications in materials science and pharmaceutical research.

Unique structure and properties

The compound's unique structure and properties make it a valuable tool in the development of new chemical processes and materials.

Relevant academic research and scientific papers

THE STABLE RADICAL CATION OF TETRAKIS(DIMETHYLAMINO)-p-BENZOQUINONE

The electron-rich tetrakis(dimethylamino)-p-benzoquinone exhibits a low first ionization energy of only 7.1 eV and can oxidized electrochemically at +0.25 V vs.SCE to its purple radical cation, whose spin population differs cosiderably from that of the corresponding semiquinone radical anion.

Kinetics of the electroreduction and electrooxidation of tetrakis(dimethylamino)-p-benzoquinone in polar aprotic solvents

A high-frequency ac admittance technique capable of precisely measuring rate constants greater than 1 cm s-1 was used to collect kinetic data for both the one-electron reduction and one-electron oxidation of tetrakis-(dimethylamino)-p-benzoquinone. This study was conducted at a gold ultramicroelectrode in seven polar aprotic solvents, with varying viscosity, in the presence of 0.1 M tetraethylammonium perchlorate. In addition, the temperature dependence of the standard rate constants was determined in three of these solvents. On the basis of an analysis of the solvent effects, it is shown that the kinetic data show a variation in the degree of reaction adiabaticity and the relative sizes of both the inner- and outer-sphere components of the Gibbs energy of activation Solvent effects on diffusion coefficients and standard potentials were also investigated. The standard reduction potential is a linear function of the solvent acceptor number, a parameter reflecting molecular solvating properties, whereas the corresponding standard potential for oxidation is a linear function of solvent polarizability, a parameter that reflects nonspecific interactions between the reactant and the solvent. The significance of these results is discussed within the context of the current models for simple heterogeneous electron transfer reactions.