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2,5-Dimethoxybenzo-1,4-quinone

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2,5-Dimethoxybenzo-1,4-quinone Basic information

Product Name:
2,5-Dimethoxybenzo-1,4-quinone
Synonyms:
  • 2,5-dimethoxy-4-benzoquinone
  • 2,5-DIMETHOXY-1,4-BENZOQUINONE
  • 2,5-DIMETHOXY-P-QUINONE
  • 2,5-DIMETHOXY-PARA-BENZOQUINONE
  • 2,5-Dimethoxybenzo-1,4-quinone
  • 2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione
  • 2,5-Dimethoxy-p-benzoquinone
  • 2,5-DMBQ
CAS:
3117-03-1
MF:
C8H8O4
MW:
168.15
Product Categories:
  • Anthraquinones, Hydroquinones and Quinones
  • Benzoquinones
  • Benzoquinones, etc. (Charge Transfer Complexes)
  • Charge Transfer Complexes for Organic Metals
  • Functional Materials
Mol File:
3117-03-1.mol
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2,5-Dimethoxybenzo-1,4-quinone Chemical Properties

Melting point:
>200 °C (decomp)
Boiling point:
311.1±42.0 °C(Predicted)
Density 
1.24±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
form 
Solid
color 
Pale Yellow to Yellow
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36
HS Code 
2914500090
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2,5-Dimethoxybenzo-1,4-quinone Usage And Synthesis

Uses

2,5-DMBQ (2,5-Dimethoxybenzoquinone) serves as an extracellular reductant. 2,5-DMBQ is involved in a crucial redox cycle, namely the extracellular hydroquinone-quinone redox cycle. In this cycle, 2,5-DMBQ is capable of reducing extracellular Fe3? and generating H2O2. 2,5-DMBQ plays a pivotal role in the biodegradation mechanism of brown rot fungal, assisting the fungi in decomposing and utilizing organic matter[1][2].

Definition

ChEBI: Thermophillin is a member of benzoquinones and a member of p-quinones.

Synthesis Reference(s)

Journal of the American Chemical Society, 117, p. 8879, 1995 DOI: 10.1021/ja00139a033

References

[1] Varela E, et al. Effect of pH and oxalate on hydroquinone-derived hydroxyl radical formation during brown rot wood degradation. Appl Environ Microbiol. 2003;69(10):6025-6031. DOI:10.1128/AEM.69.10.6025-6031.2003
[2] Jensen KA Jr, et al. Pathways for extracellular Fenton chemistry in the brown rot basidiomycete Gloeophyllum trabeum. Appl Environ Microbiol. 2001 Jun;67(6):2705-11. DOI:10.1128/AEM.67.6.2705-2711.2001

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