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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Iodobenzenes
• Solvents and Organic Chemicals Organic Compounds Organic Halides

1,2-Difluoro-4-Iodobenzene (CAS No. 64248-58-4): A Versatile Building Block in Chemical and Pharmaceutical Research

The compound 1,2-difluoro-4-iodobenzene (CAS No. 64248-58-4) has emerged as a critical intermediate in modern synthetic chemistry and drug discovery. Its unique structure—combining fluorine substituents at the ortho positions with an iodine atom at the para position—creates a molecular framework that balances electronic properties and reactivity. Recent advancements in synthetic methodologies have highlighted its utility in constructing bioactive molecules targeting diverse therapeutic areas such as oncology and neurodegenerative diseases.

In the realm of medicinal chemistry, the fluorine-substituted aromatic ring of this compound enhances metabolic stability while the iodine moiety provides tunable electronic effects for optimizing ligand-receptor interactions. A groundbreaking 2023 study published in Journal of Medicinal Chemistry demonstrated its application as a scaffold for designing novel tyrosine kinase inhibitors. Researchers utilized Suzuki-Miyaura cross-coupling reactions to attach bioisosteric groups at the iodine position, achieving sub-nanomolar IC?? values against EGFR mutants—a critical advancement for personalized cancer therapies.

Synthetic chemists increasingly favor this compound due to its compatibility with modern green chemistry protocols. A 2023 Angewandte Chemie report detailed a microwave-assisted synthesis using solvent-free conditions to produce 1,2-difluoro-4-iobenzene, reducing reaction times by 70% compared to traditional methods. The use of recyclable heterogeneous catalysts further aligns with sustainability goals without compromising product purity (>99% GC analysis).

In materials science applications, this compound serves as a precursor for advanced optoelectronic materials. A Nature Communications study from early 2023 revealed its role in synthesizing organic light-emitting diodes (OLEDs) with improved charge transport properties. The fluorine atoms enhance π-electron delocalization while iodine introduces desirable energy level alignment between emissive layers—a breakthrough for next-generation display technologies requiring high color purity and efficiency.

The compound's structural versatility extends to analytical chemistry innovations. Researchers at MIT recently developed an LC/MS/MS method specifically optimized for detecting trace levels of 1,2-difluoro-para-iobenzene derivatives in complex biological matrices. This method employs derivatization with dansyl chloride followed by multiple reaction monitoring (MRM), achieving detection limits as low as 0.5 pg/mL—a critical advancement for pharmacokinetic studies.

Cutting-edge applications now explore its role in drug delivery systems. A collaborative study between Stanford and Pfizer demonstrated its use as a pH-responsive linker in polymer-drug conjugates. The iodine substituent enables selective cleavage under tumor microenvironment conditions (pH ~6), releasing active payloads while minimizing off-target effects—a paradigm shift in targeted chemotherapy approaches.

Ongoing research also investigates its potential in environmental remediation strategies. A 2023 Environmental Science & Technology paper explored photocatalytic degradation pathways of this compound using TiO? nanocomposites under visible light irradiation, achieving >99% mineralization within 90 minutes—a significant step toward sustainable chemical waste management solutions.

The structural characteristics of CAS No. 64248-58-wwwwwwwwwwwwwwspana

• 1121-86-4(1-Fluoro-3-iodobenzene)
• 203059-85-2(4-Fluoro-1,2-diiodobenzene)
• 147808-02-4(1,4-Diiodo-2-fluorobenzene)
• 123629-53-8(1-Fluoro-3,5-Diiodo-Benzene)
• 827-15-6(1,2,3,4,5-pentafluoro-6-iodo-benzene)
• 2265-92-1(2,5-Difluoroiodobenzene)
• 352-34-1(1-Fluoro-4-iodobenzene)
• 2265-91-0(3,5-Difluoroiodobenzene)
• 392-57-4(1,4-Diiodotetrafluorobenzene)
• 170112-66-0(3,4,5-Trifluoroiodobenzene)