2,6-Dihydroxyanthraquinone (CAS 84-60-6), also called anthraflavic acid or 2,6-DHAQ, is an anthraquinone building block supplied at >98% purity (1H NMR) as a yellow to golden powder or crystals. Its two hydroxyl end groups make it convenient for coupling reactions when preparing semiconducting small molecules and polymers for OFETs, OLEDs, OPVs, and for battery materials and APIs.
Structurally, it is a 9,10-anthraquinone derivative: a central ring carrying two carbonyl groups sits between two aromatic six-membered rings. It is an isomer of the dye alizarin, and its crystals pack as stacked molecular sheets. Anthraquinone-type carbonyl dyes are known for producing shades across almost the whole visible spectrum.
In energy storage research, crystalline 2,6-DHAQ reversibly takes up and releases protons at −0.21 V in acidic solution with a specific capacity of 110 mAh g-1; a quinone proton battery built on it showed an equilibrium voltage of 1.1 V and up to 100% capacity retention after 2600 cycles. Biologically, the compound is a plant metabolite that potently inhibits cytochrome P-448-catalysed O-deethylation of ethoxycoumarin and ethoxyresorufin, and the mutagenicity of IQ.
- Synthesis of semiconducting molecules and polymers for OFETs, OLEDs and organic photovoltaics.
- Anode material research for quinone proton batteries.
- Anthraquinone-based redox flow battery and redox electrolyte studies.
- Intermediate for API synthesis via coupling at its hydroxyl groups.
- Research on cytochrome P-448 inhibition and antimutagenic activity against IQ.
| Brand | Ossila |
|---|---|
| CAS number | 84-60-6 |
| Molecular formula | C14H8O4 |
| Purity | >98% (1H NMR) |
| Category | — |
| Pack sizes | 10 g, 25 g, 50 g |
| Physical form | Yellow/golden powder/crystals |
| Storage | — |
- Product code: B1401
- Molecular Weight: 240.21 g/mol
- Synonyms: 2,6-DHAQ, 2,6-Dihydroxyanthracene-9,10-dione, Anthraflavic acid, Anthraflavin
- Melting Point: Tm >320 °C (lit.)
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