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Merck
CN

211311

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
209-056-2
Beilstein/REAXYS Number:
471387
MDL number:
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InChI key

VTWDKFNVVLAELH-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

98%

form

solid

Quality Level

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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

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Thomas Schmitt et al.
Journal of chemical ecology, 30(4), 731-740 (2004-07-21)
2-Methyl-1,4-benzoquinone (toluquinone) and 2-methoxy-3-methyl-1,4-benzoquinone are the most common components of defensive secretions of juliform millipedes (Diplopoda: Juliformia). A natural and a synthetic millipede-defensive secretion composed of these two substances attract dung beetles of a few Onthophagus species (Coleoptera: Scarabaeidae) that
J F Carroll et al.
Journal of chemical ecology, 31(1), 63-75 (2005-04-21)
Many mammals and birds roll on or rub themselves with millipedes that discharge benzoquinones. Chemicals transferred from millipedes onto the integument of anointing animals are thought to deter ectoparasites. We tested the lone star tick, Amblyomma americanum (L.), for responses
Svetlana Trivić et al.
Bioorganic chemistry, 30(2), 95-106 (2002-05-22)
In this communication, we have described the activation of several xenobiotics by glucose oxidase from Aspergillus niger. The following compounds are readily reduced by d-glucose, in the presence of glucose oxidase: p-nitroso-N,N-dimethylaniline, methyl-1,4-benzoquinone, and 7,7,8,8-tetracyano-quinodimethane. In each case, the products
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)
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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