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Merck
CN

51386

1,4-Benzoquinone

pharmaceutical secondary standard; traceable to USP

Synonym(s):

p-Benzoquinone, Quinone

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About This Item

Linear Formula:
C6H4(=O)2
CAS Number:
106-51-4
Molecular Weight:
108.09
EC Number:
203-405-2
UNSPSC Code:
12352005
PubChem Substance ID:
329757687
Beilstein/REAXYS Number:
773967
MDL number:
MFCD00001591

Key Documents

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InChI key

AZQWKYJCGOJGHM-UHFFFAOYSA-N

InChI

1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H

SMILES string

O=C1C=CC(=O)C=C1

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to USP 1056504

vapor density

3.73 (vs air)

vapor pressure

0.1 mmHg ( 25 °C)

autoignition temp.

815 °F

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

113-115 °C (lit.)

format

neat

storage temp.

2-8°C

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Vandana Bhalla et al.
Dalton transactions (Cambridge, England : 2003), 42(4), 975-980 (2012-11-21)
A pentaquinone based compound 3a has been synthesized which undergoes significant fluorescence enhancement in the presence of Zn(2+) ions with a detection limit up to nanomolar range in THF. Further, the zinc ensemble of 3a is evaluated for its anti-oxidizing
Rozbeh Baradaran et al.
Nature, 494(7438), 443-448 (2013-02-19)
Complex I is the first and largest enzyme of the respiratory chain and has a central role in cellular energy production through the coupling of NADH:ubiquinone electron transfer to proton translocation. It is also implicated in many common human neurodegenerative
Xuejiang Wang et al.
Biosensors & bioelectronics, 41, 557-562 (2012-10-16)
A rapid and reliable p-benzoquinone-mediated amperometric biosensor (ToxTell) incorporated with Psychrobacter sp. to detect toxicities of heavy metal ions has been developed. This ToxTell biosensor relied on the real-time monitoring of inhibition effect for metabolism by toxicant to provide early
Takafumi Hasegawa et al.
Journal of neurochemistry, 87(2), 470-475 (2003-09-27)
Oxidized metabolites of dopamine, known as dopamine quinone derivatives, are thought to play a pivotal role in the degeneration of dopaminergic neurons. Although such quinone derivatives are usually produced via the autoxidation of catecholamines, tyrosinase, which is a key enzyme
S Saif Hasan et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(11), 4297-4302 (2013-02-27)
As much as two-thirds of the proton gradient used for transmembrane free energy storage in oxygenic photosynthesis is generated by the cytochrome b6f complex. The proton uptake pathway from the electrochemically negative (n) aqueous phase to the n-side quinone binding
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