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D223204

Sigma-Aldrich

Duroquinone

97%

Synonyme(s) :

2,3,5,6-Tetramethyl-1,4-benzoquinone, Tetramethyl-p-benzoquinone

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About This Item

Formule empirique (notation de Hill):
C10H12O2
Numéro CAS:
527-17-3
Poids moléculaire :
164.20
Numéro Beilstein :
1909128
Numéro CE :
208-409-8
Numéro MDL:
MFCD00001604
Code UNSPSC :
12352100
ID de substance PubChem :
24893666
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

powder

Pf

110-112 °C (lit.)

Chaîne SMILES 

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

Clé InChI

WAMKWBHYPYBEJY-UHFFFAOYSA-N

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Description générale

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).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000342466
0000350071
0000239253
0000257711
0000257710

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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)
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
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
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
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
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