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211311

Sigma-Aldrich

Methyl-p-benzoquinone

98%

Synonym(s):

p-Toluquinone

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About This Item

Linear Formula:
CH3C6H3(=O)2
CAS Number:
Molecular Weight:
122.12
Beilstein:
471387
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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Michaela Bodner et al.
Chemoecology, 27(4), 171-175 (2017-08-15)
The defensive secretion of the julid diplopod
C L Blankespoor et al.
Parasitology, 115 ( Pt 1), 105-110 (1997-07-01)
The defensive glands of beetles, Tenebrio molitor, infected with metacestodes (cysticercoids) of Hymenolepis diminuta are everted less frequently upon stimulation, and contain less toluquinone (methylbenzoquinone) and m-cresol, than glands of uninfected controls. These differences, as shown in predation trials with
Jiying Pei et al.
Journal of the American Society for Mass Spectrometry, 28(11), 2454-2461 (2017-08-09)
Unexpected reduction of iminoquinone (IQ) and quinone derivatives was first reported during positive electrospray ionization mass spectrometry. Upon increasing spray voltage, the intensities of IQ and quinone derivatives decreased drastically, accompanying the increase of the intensities of the reduction products
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)
A I Vovk et al.
Ukrainskii biokhimicheskii zhurnal (1978), 65(4), 11-16 (1993-07-01)
Inactivation kinetics of pyruvate decarboxylase under joint action of substrate and substituted quinones in aqueous solutions which contain 1.0-13.5 vol.% of methyl alcohol has been investigated. The observed inactivation rate constant of pyruvate decarboxylase sharply decreases with the increase of

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