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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:
553-97-9
Molecular Weight:
122.12
Beilstein:
471387
EC Number:
209-056-2
MDL number:
MFCD00001603
UNSPSC Code:
12162002
PubChem Substance ID:
24852667
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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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

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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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
Francesca Capone et al.
Brain research bulletin, 58(2), 193-202 (2002-07-20)
In a previous study, mice were found to be repelled by the odour emitted by the millipede (Ommatoiulus sabulosus) as a defensive strategy against predators [Physiol. Behav. 74 (2001) 305-311]. To develop a standardised test for screening olfactory capabilities in
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
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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