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211311

Sigma-Aldrich

Methyl-p-benzoquinone

98%

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Synonym(s):
p-Toluquinone
Linear Formula:
CH3C6H3(=O)2
CAS Number:
Molecular Weight:
122.12
Beilstein:
471387
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

form

solid

mp

66-67 °C (lit.)

SMILES string

CC1=CC(=O)C=CC1=O

InChI

1S/C7H6O2/c1-5-4-6(8)2-3-7(5)9/h2-4H,1H3

InChI key

VTWDKFNVVLAELH-UHFFFAOYSA-N

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Application

Methyl-p-benzoquinone (MBQ) can be used as a coating that forms an interface between the electrode and lithium (Li) electrolyte for the fabrication of redox flow batteries. It can be reduced during positive electrospray ionization mass spectroscopy (ESI MS) and can be potentially used during corona discharge.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Regulatory Information

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Unexpected Reduction of Iminoquinone and Quinone Derivatives in Positive Electrospray Ionization Mass Spectrometry and Possible Mechanism Exploration.
Pei J, et al.
Journal of the American Society For Mass Spectrometry, 28(11), 2454-2461 (2017)
Michaela Bodner et al.
Chemoecology, 27(4), 171-175 (2017-08-15)
The defensive secretion of the julid diplopod
Hurdles to organic quinone flow cells. Electrode passivation by quinone reduction in acetonitrile Li electrolytes.
Rueda-Garcia D, et al.
Journal of Power Sources, 350, 9-17 (2017)
Anthonia F Afolayan et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 63(11-12), 848-852 (2009-02-21)
In the course of our search for antimalarial leads from marine algae, four metabolites, sargaquinoic acid, sargahydroquinoic acid, sargaquinal and fucoxanthin, were isolated from the South African alga Sargassum heterophyllum. Fucoxanthin and sargaquinal showed good antiplasmodial activity toward a chloroquine-sensitive
N K Cénas et al.
Biochimica et biophysica acta, 767(1), 108-112 (1984-10-26)
The rate constants of NADH oxidation by quinones are increased with the oxidation potential increase: log kox (M-1 X s-1) = -0.25 + 12.2 E0(7) (V) for o-quinones and log kox (M-1 X s-1) = -3.06 + 13.5 E0(7) (V)

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