D223204
Duroquinone
97%
Synonym(s):
2,3,5,6-Tetramethyl-1,4-benzoquinone, Tetramethyl-p-benzoquinone
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
Molecular Weight:
164.20
Beilstein/REAXYS Number:
1909128
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
97%
form
powder
mp
110-112 °C (lit.)
SMILES string
CC1=C(C)C(=O)C(C)=C(C)C1=O
InChI
1S/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3
InChI key
WAMKWBHYPYBEJY-UHFFFAOYSA-N
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General description
Duroquinone is an organic oxidant that belongs to the class of 1,4-benzoquinones, is used in redox flow Li–O2 batteries.
Application
- Role of Duroquinone in Photosynthetic Research: A study on purple bacterial photosynthetic reaction centers highlighted Duroquinone′s role when incorporated into the QA binding site, impacting the isotope edited FTIR difference spectra, crucial for understanding energy conversion processes in photosynthesis (Zhao et al., 2013).
- Duroquinone as a Molecular Ion Source: Research demonstrated the generation of molecular negative ions by Duroquinone, showcasing its potential in mass spectrometry applications for studying molecular ionization and longevity (Khvostenko et al., 2012).
- Duroquinone in Biochemical Sensors: Investigation into the optimization of gold electrode surfaces with photosystem II monolayers revealed Duroquinone′s critical role in enhancing sensor responses, applicable in biochemical sensor technology (Maly et al., 2005).
- Cytotoxicity of Duroquinone Congeners: A comparative study of 14 p-benzoquinone congeners, including Duroquinone, used quantitative structure-toxicity relationships to evaluate cytotoxicity in rat hepatocytes and PC12 cells, relevant for safety assessments in chemical manufacturing (Siraki et al., 2004).
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Revealing the catalytic pathway of a quinone-mediated oxygen reduction reaction in aprotic Li--O 2 batteries
Wu S, et al.
Journal of the Chemical Society. Chemical Communications, 58, 1025-1028 (2022)
P Lagrange et al.
Free radical biology & medicine, 27(5-6), 667-672 (1999-09-18)
In the present study, we investigated the changes in blood-brain barrier (BBB) permeability following brain endothelial cell exposure to different xenobiotics able to promote free radical generation during their metabolism. Our in vitro BBB model consisted of confluent monolayers of
Zhigang Zhou et al.
Biochemistry, 42(7), 1985-1994 (2003-02-20)
NAD(P)H/quinone acceptor oxidoreductase type 1 (QR1) protects cells from cytotoxic and neoplastic effects of quinones though two-electron reduction. Kinetic experiments, docking, and binding affinity calculations were performed on a series of structurally varied quinone substrates. A good correlation between calculated
Said H Audi et al.
American journal of physiology. Lung cellular and molecular physiology, 285(5), L1116-L1131 (2003-07-29)
The lungs can substantially influence the redox status of redox-active plasma constituents. Our objective was to examine aspects of the kinetics and mechanisms that determine pulmonary disposition of redox-active compounds during passage through the pulmonary circulation. Experiments were carried out
Marilyn P Merker et al.
Free radical biology & medicine, 37(1), 86-103 (2004-06-09)
The study objective was to use pulmonary arterial endothelial cells to examine kinetics and mechanisms contributing to the disposition of the quinone 2,3,5,6-tetramethyl-1,4-benzoquinone (duroquinone, DQ) observed during passage through the pulmonary circulation. The approach was to add DQ, durohydroquinone (DQH2)
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