4622-04-2 Usage
Description
2,3-Dicyano-1,4-benzoquinone, also known as DCBQ, is a chemical compound with the molecular formula C8H2N2O2. It is a yellow crystalline solid that is commonly used as an electron acceptor in organic electronic materials. DCBQ is a strong oxidizing agent and is primarily used in the production of conducting polymers, which are widely used in electronic devices such as organic light-emitting diodes and solar cells. It has also been studied for its potential applications in organic batteries and molecular electronics. Additionally, DCBQ has been used in the synthesis of various organic compounds and as a reagent in organic chemistry reactions. However, due to its potential health hazards and environmental impact, precautions should be taken when handling and disposing of this compound.
Uses
Used in Organic Electronics:
2,3-Dicyano-1,4-benzoquinone is used as an electron acceptor for the production of conducting polymers, which are essential components in electronic devices such as organic light-emitting diodes (OLEDs) and solar cells. Its strong oxidizing properties contribute to the enhanced performance of these devices.
Used in Organic Batteries:
2,3-Dicyano-1,4-benzoquinone is being studied for its potential applications in organic batteries, where it could serve as an electron acceptor or a component in the battery's electrochemical system, improving energy storage and conversion efficiency.
Used in Molecular Electronics:
2,3-Dicyano-1,4-benzoquinone is being explored for its potential use in molecular electronics, where it could be employed as a component in molecular-scale electronic devices, contributing to the development of highly miniaturized and efficient electronic systems.
Used in Organic Chemistry:
2,3-Dicyano-1,4-benzoquinone is used in the synthesis of various organic compounds, where it acts as a reagent, facilitating chemical reactions and the formation of desired products.
Used in Research and Development:
2,3-Dicyano-1,4-benzoquinone is utilized in research and development settings, where its properties and applications are further investigated to discover new uses and improve existing technologies in the fields of organic electronics, batteries, and molecular electronics.
Check Digit Verification of cas no
The CAS Registry Mumber 4622-04-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,2 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4622-04:
(6*4)+(5*6)+(4*2)+(3*2)+(2*0)+(1*4)=72
72 % 10 = 2
So 4622-04-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H2N2O2/c9-3-5-6(4-10)8(12)2-1-7(5)11/h1-2H
4622-04-2Relevant articles and documents
Corvaja et al.
, p. 177,178, 179 (1976)
A dicyanobenzoquinone based cathode material for rechargeable lithium and sodium ion batteries
Lyu, Hailong,Jafta, Charl J.,Popovs, Ilja,Meyer, Harry M.,Hachtel, Jordan A.,Huang, Jingsong,Sumpter, Bobby G.,Dai, Sheng,Sun, Xiao-Guang
, p. 17888 - 17895 (2019)
Organic quinone materials offer a sustainable approach for electric energy storage, however, their intrinsic electrical insulation and dissolution into the electrolyte during cycling have hampered their wide applications. To tackle these two issues, we have synthesized a novel organic cathode material by anchoring a quinone compound, 2,3-dicyano-p-benzoquinone (DCBQ) with a high redox potential of 3.37 V vs. Li/Li+, onto carbon nanotubes (CNTs) (CNTs-DCBQ) through a facile ''grafting to'' method. The elaborate combination of excellent electron conductivity and large surface area of CNTs and stable and reversible redox reaction of DCBQ enables CNTs-DCBQ to deliver high reversible capacities of 206.9 and 175.8 mA h g-1 at a current density of 10 mA g-1 and also remarkable capacities of 110.2 and 82.1 mA h g-1 at a higher current density of 200 mA g-1 with a capacity retention approaching 100% after 1000 cycles for lithium and sodium ion batteries, respectively.
Sharp difference in the rate of formation and stability of the Diels–Alder reaction adducts with 2,3-dicyano-1,4-benzoquinone and N-phenylimide-1,4-benzoquinone-2,3-dicarboxylic acid
Kiselev, Vladimir D.,Kolesnikova, Anastasia O.,Shulyatiev, Alexey A.,Dinikaev, Ildar F.,Kornilov, Dmitry A.
, p. 1306 - 1313 (2021/08/25)
This work reports new studies of the activity and Diels–Alder kinetics of a series of dienophiles: tetracyanoethylene (1), 2,3-dicyano-p-benzoquinone (10), and N-phenylimide-1,4-benzoquinone-2,3-dicarboxylic acid (11). Rate differences are interpreted in terms of the donor–acceptor properties of the reagents. The relative π-acceptor properties of the dienophiles are probed by measuring their interaction energies with a series π-donor solvents: benzene, toluene, o-xylene, and chlorobenzene. The normalized interaction energies of 1, 10, and 11 are found to be 100:64:28. Despite the increased energy of the donor–acceptor interaction, dienophile 10 is 255 times less active in the reaction with 9,10-dimethylanthracene than 11. It is suggested that this is due to the significantly lower energy of π-bond cleavage in bicyclic dienophile 11, compared with monocyclic 10.