2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione
Basic information
- CAS
3117-03-1- Standard SMILES
COC1=CC(=O)C(OC)=CC1=O- InChIKey
RMMPZDDLWLALLJ-UHFFFAOYSA-N- Molecular formula
- C8H8O4
- Average molar mass
- 168.15 g/mol
- Monoisotopic mass
- 168.04225873
Overview
Thermophillin is a member of benzoquinones and a member of p-quinones.
Names & identifiers
- Preferred name
- 2,5-Dimethoxy-2,5-cyclohexadiene-1,4-dione
- IUPAC
- 2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
- English name
- 2,5-Dimethoxybenzo-1,4-quinone
- Molecular formula
- C8H8O4
- Molecular weight
- 168.15
Names & synonyms
3117-03-12,5-Dimethoxy-4-benzoquinoneXJL7OE03FSNSC-509720p-Benzoquinone, 2,5-dimethoxy-DTXSID301850962,5-Cyclohexadiene-1,4-dione, 2,5-dimethoxy-RefChem:8979872,5-Dimethoxy-2,5-cyclohexadiene-1,4-dioneDTXCID401075872,5-Dimethoxy-1,4-benzoquinone2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
Show more names
5-DMBQ0/1/174-quinoneTermophyllin5-Dimethoxybenzo-1Dimethoxybenzoquinone
2,5-dimethoxybenzo-1,4-quinone2,5-Dimethoxybenzoquinone2,5-DMBQThermophillin2,5-Dimethoxy-p-benzoquinone2,5-Dimethoxy-p-quinoneMFCD00189386CHEBI:173763
Database identifiers
- CAS
3117-03-1- PubChem CID
- 101405
- DTXSID
DTXSID30185096- ChEMBL
CHEMBL465063- ChEBI
CHEBI:173763- UNII
- XJL7OE03FS
- EC Number
- 999-182-0
- Nikkaji
- J80.641B
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 255
Experimental & physicochemical properties
Melting Point250 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 200 °C · >200 °C (decomp)
- Boiling point
- 311.1 · 311.1±42.0 °C(Predicted)
- Density
- 1.24 · 1.24±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
- form
- Solid
- color
- Pale Yellow to Yellow
- FDA UNII
- 7 OE03FS · XJL7OE03FS
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- hs_code
- 2914500090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 26-36
- Hazard statements
- H302
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
Uses2,5-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].
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: Thermophillin is a member of benzoquinones and a member of p-quinones.
Related reactions
1 records
Compound notes
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