| Identification | Back Directory | [Name]
2,5-Dimethoxybenzo-1,4-quinone | [CAS]
3117-03-1 | [Synonyms]
2,5-DMBQ
Termophyllin
Dimethoxybenzoquinone
2,5-DIMETHOXY-P-QUINONE
2,5-Dimethoxy-p-benzoquinone
2,5-dimethoxy-4-benzoquinone
2,5-DIMETHOXY-1,4-BENZOQUINONE
2,5-Dimethoxybenzo-1,4-quinone
2,5-DIMETHOXY-PARA-BENZOQUINONE
2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione
2,5-dimethoxycyclohexa-2,5-diene-1,4-dione | [Molecular Formula]
C8H8O4 | [MDL Number]
MFCD00189386 | [MOL File]
3117-03-1.mol | [Molecular Weight]
168.15 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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