1-Hexyl-3-methylimidazolium iodide, CAS: 178631-05-5

Key Applications:

1. Phase‑Transfer and Nucleophilic Substitution Chemistry

• Functions as a halide‑rich ionic liquid that enhances rates of SN1/SN2 transformations, particularly for substrates requiring strong nucleophilicity from iodide.
• Useful in halide‑exchange reactions, including Finkelstein‑type conversions and iodide‑assisted displacement processes.
• Provides a non‑volatile, thermally stable medium that improves selectivity in reactions sensitive to protic solvents.

2. Precursor for Imidazolium‑Based Ionic Liquid Synthesis

• Serves as a key intermediate for preparing a wide range of functional ionic liquids via anion metathesis (e.g., PF6⁻, BF4⁻, NTf2⁻, TCM⁻).
• Enables modular tuning of hydrophobicity, viscosity, and electrochemical behavior by retaining the C6 alkyl chain while exchanging the iodide anion.

3. Solvent and Co‑Solvent for Organic Transformations

• Provides a polar, aprotic environment suitable for transition‑metal‑catalyzed reactions, organocatalysis, and carbohydrate chemistry.
• Enhances solubility of halide‑sensitive substrates and supports high‑temperature synthesis due to its low vapor pressure.

4. Template and Structure‑Directing Agent in Materials Chemistry

• Employed in the synthesis of metal halide perovskites, layered hybrid materials, and nanoparticle assemblies where iodide availability influences crystal growth.
• Acts as a soft template in mesoporous silica and metal–organic frameworks, enabling controlled pore formation.

5. Electrochemical and Ion‑Transport Studies

• Used as a model iodide‑conducting ionic liquid for evaluating ion mobility, charge transfer, and electrode interface behavior.
• Supports research on redox‑active iodide/tri‑iodide systems for dye‑sensitized solar cells and other photoelectrochemical devices.

6. Extraction and Separation Processes

• Facilitates selective extraction of metal ions through ion‑pair formation with iodide, particularly for soft metals such as Ag⁺, Pd²⁺, and Hg²⁺.
• Useful in biphasic catalysis and separations where iodide’s strong coordinating ability drives partitioning.

7. Antimicrobial and Biochemical Research

• Investigated for antimicrobial activity due to the combined effects of the imidazolium cation and iodide anion.
• Provides a tunable medium for protein refolding, enzyme stabilization, and nucleic acid solubilization in ionic‑liquid‑based bioprocessing.

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