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2,6-Diiodo-p-benzoquinone (CAS 20389-01-9) is an important halogenated quinone derivative widely used in advanced organic synthesis, pharmaceutical research, and organic electronic materials development. Also known as 2,6-diiodo-1,4-benzoquinone or 2,6-diiodocyclohexa-2,5-diene-1,4-dione, this compound features highly reactive carbon–iodine bonds combined with an electron-deficient quinone core, making it a valuable intermediate for modern synthetic chemistry.

With the molecular formula $C_6H_2I_2O_2$ and molecular weight $359.89\ \mathrm{g/mol}$, 2,6-Diiodo-p-benzoquinone is commonly utilized in palladium-catalyzed coupling reactions, heterocyclic synthesis, conjugated polymer research, and medicinal chemistry programs.

Finetech Industry Limited supplies high-purity 2,6-Diiodo-p-benzoquinone suitable for laboratory research, industrial R&D, and custom synthesis applications.

Chemical Information

Key Applications of 2,6-Diiodo-p-Benzoquinone

1. Cross-Coupling Reactions in Organic Synthesis

2,6-Diiodo-p-benzoquinone is widely recognized as an efficient substrate for transition metal-catalyzed cross-coupling reactions due to the high reactivity of its iodine substituents.

Common reactions include:

• Suzuki–Miyaura coupling
• Sonogashira coupling
• Stille coupling
• Heck reactions

The activated quinone ring system improves oxidative addition efficiency, allowing chemists to introduce aryl, heteroaryl, and alkynyl groups under relatively mild reaction conditions.

Its reactivity makes it an attractive intermediate for synthesizing:

• Functionalized quinones
• Conjugated organic molecules
• Heterocyclic compounds
• Bioactive intermediates

2. Pharmaceutical and Medicinal Chemistry Research

Quinone-containing molecules are frequently found in biologically active natural products and pharmaceutical lead compounds. Researchers use 2,6-Diiodo-p-benzoquinone as a versatile scaffold for constructing structurally diverse chemical libraries.

Potential research areas include:

• Antitumor compound development
• Antibiotic analog synthesis
• Redox-active drug candidates
• Heterocyclic medicinal chemistry

The iodine atoms also provide convenient positions for late-stage functionalization during drug discovery workflows.

3. Organic Electronics and Functional Materials

Halogenated benzoquinones are increasingly important in materials science and organic semiconductor research. The presence of iodine atoms can influence:

• Charge-transfer behavior
• Molecular packing
• Electron affinity
• Photophysical properties

2,6-Diiodo-p-benzoquinone has been investigated for applications involving:

• Organic semiconductors
• Donor–acceptor polymers
• Organic photovoltaic materials
• Charge-transfer complexes
• Optoelectronic materials

The heavy-atom effect of iodine may also enhance intersystem crossing and improve performance in specialized photochemical systems.

Advantages of High-Purity 2,6-Diiodo-p-Benzoquinone

Researchers and manufacturers often require highly purified quinone intermediates to ensure reproducibility and reaction efficiency. High-quality material can help minimize:

• Side reactions
• Catalyst poisoning
• Impurity-related variability
• Reduced coupling efficiency

Finetech Industry Limited  provides research-grade 2,6-Diiodo-p-benzoquinone with comprehensive analytical documentation, including:

• HPLC purity analysis
• NMR characterization
• COA support
• Custom packaging options
• Bulk supply availability

Researchers Search for 2,6-Diiodo-p-Benzoquinone

Common search terms related to this product include:

• 2,6-Diiodo-p-benzoquinone CAS 20389-01-9
• 2,6-diiodo-1,4-benzoquinone supplier
• 2,6-diiodobenzoquinone synthesis
• Halogenated benzoquinone intermediate
• Quinone cross-coupling reagent
• Organic semiconductor quinone materials
• Benzoquinone derivative for Suzuki coupling

Literature and Research References

Recent academic studies have highlighted the importance of iodinated quinone derivatives in synthetic and materials chemistry:

• Journal of Organic Chemistry (2021) — Chemoselective cross-coupling methodologies involving dihalobenzoquinones
• Macromolecules (2022) — Donor–acceptor polymers incorporating halogenated quinones
• Tetrahedron Letters (2019) — Nucleophilic substitution strategies on substituted benzoquinones

These publications demonstrate the growing research interest in functionalized quinone intermediates for both academic and industrial applications.

Reliable Supplier of 2,6-Diiodo-p-Benzoquinone

As a professional supplier of pharmaceutical intermediates and specialty research chemicals Finetech Industry Limited supports global customers with reliable sourcing solutions for high-purity quinone derivatives.

For quotation requests, bulk orders, custom synthesis services, or technical documentation related to 2,6-Diiodo-p-benzoquinone (CAS 20389-01-9), please visit the website or contact the technical sales team directly.