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Sigma-Aldrich

Methyl-p-benzoquinone

98%

Synonym(s):

p-Toluquinone

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About This Item

Linear Formula:
CH3C6H3(=O)2
CAS Number:
553-97-9
Molecular Weight:
122.12
Beilstein/REAXYS Number:
471387
EC Number:
209-056-2
MDL number:
MFCD00001603
UNSPSC Code:
12162002
PubChem Substance ID:
24852667
NACRES:
NA.23

Quality Level

200

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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