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:
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
H L Reeve et al.
The Journal of physiology, 533(Pt 1), 253-261 (2001-05-15)
How the ductus arteriosus (DA) closes at birth remains unclear. Inhibition of O2-sensitive K+ channels may initiate the closure but the sensor mechanism is unknown. We hypothesized that changes in endogenous H2O2 could act as this sensor. Using chemiluminescence measurements
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)
Roger Giordani et al.
European journal of biochemistry, 271(12), 2400-2407 (2004-06-09)
In order to clarify the role of cytochrome in nitrate reductase we have performed spectrophotometric and stopped-flow kinetic studies of reduction and oxidation of the cytochrome hemes with analogues of physiological quinones, using menadione as an analogue of menaquinone and
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