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Description
TCI D2706 2,6-Dimethoxy-1,4-benzoquinone is a chemical supplied by TCI and belongs to the group of non-heterocyclic building blocks. The compound is a para-benzoquinone derivative carrying two methoxy groups at positions 2 and 6 of the quinone ring. The quinone framework is widely recognised as a versatile functional group in organic chemistry and natural product chemistry because it can act as a Michael acceptor, as a dienophile, and at the same time as a mild oxidant. In the laboratory, this material is used as a synthetic starting material, as a reagent in ring-forming reactions, and as a reference compound in studies of plant metabolites.
The property that makes it a frequent choice is the reactivity of the quinone ring, which is directed by the two electron-donating methoxy groups. The conjugated double bonds of the quinone core are electrophilic, so they readily accept nucleophilic attack in Michael addition reactions, while the methoxy groups govern the regioselectivity of that attack and stabilise the conjugated system. The quinone framework is also ready to undergo Diels–Alder reactions as a dienophile, opening a rapid route towards fused ring systems. In addition, the quinone–hydroquinone redox pair gives the compound its characteristic electrochemical behaviour and its distinctive colour.
In Indonesian laboratories, this building block is typically used in university and institutional research settings where organic synthesis, natural product chemistry, and metabolite work are carried out. It serves researchers who need a defined quinone scaffold as a starting point for constructing more complex molecules, as a reagent for ring-forming steps in a synthetic sequence, and as a reference compound when plant-derived metabolites are being identified or compared. Its role is that of a well-characterised intermediate rather than a finished formulation.
Laboratory Applications
- Synthetic starting material: the defined 2,6-dimethoxy-substituted quinone core provides a reliable entry point for building more elaborate organic structures in multi-step laboratory synthesis.
- Michael addition chemistry: the electrophilic conjugated double bonds of the quinone core readily accept nucleophilic attack, while the two methoxy groups direct the regioselectivity of that attack.
- Diels–Alder cycloaddition: the quinone framework is ready to serve as a dienophile, giving synthetic chemists a rapid route towards fused and condensed ring systems.
- Ring-forming reactions: the compound functions as a reagent in cyclisation steps where a reactive, electronically tuned quinone partner is required to close the new ring.
- Plant metabolite studies: the material serves as a reference compound for researchers identifying or comparing naturally occurring quinone-type metabolites in plant extract work.
Specifications
- Brand: TCI
- CAS Number: 530-55-2
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical class: para-benzoquinone derivative with methoxy substituents at positions 2 and 6
- Pack sizes: available in the pack sizes offered by TCI for this catalogue item; please confirm the required quantity when ordering
- Storage: store in a closed original container under the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Keep the product in its original, tightly closed container, protected from light, moisture, and heat, and follow the storage conditions given on the manufacturer's label and safety data sheet. Because quinones are reactive and redox-active, store the material away from strong bases, strong reducing agents, and incompatible chemicals, and keep containers clearly labelled on a dedicated shelf. Handle in a well-ventilated area or fume hood using a laboratory coat, chemical-resistant gloves, and eye protection, avoiding contact with skin and eyes and inhalation of dust. Weigh and transfer with clean, dry glassware or spatulas to prevent contamination, close the container promptly after use, and dispose of residues and contaminated materials in accordance with applicable chemical waste procedures. Consult the safety data sheet before first use.
