8.22152

Tetra-n-butylammonium iodide

for synthesis

• Synonym(s): Tetra-n-butylammonium iodide
• Empirical Formula (Hill Notation): C₁₆H₃₆IN
• CAS Number: 311-28-4
• Molecular Weight: 369.37
• UNSPSC Code: 12352107
• EC Index Number: 206-220-5
• NACRES: NA.22
• MDL number: MFCD00011636

Properties

• Quality Segment: 200
• assay: ≥98.0%
• form: solid
• potency: 1990 mg/kg LD₅₀, oral (Rat)
• reaction suitability: core: ammonium
• mp: 143-146 °C
• storage temp.: 2-30°C
• SMILES string: [I-].[N+](CCCC)(CCCC)(CCCC)CCCC
• InChI: 1S/C16H36N.HI/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
• InChI key: DPKBAXPHAYBPRL-UHFFFAOYSA-M

Description

Application

• Phase transfer catalyst in organic synthesis: Tetra-n-butylammonium iodide serves as a phase transfer catalyst facilitating the solubility of reagents in non-polar solvents, enhancing reaction conditions and yield in organic synthesis processes (Paricaud, 2011).


• Cross carbon-carbon coupling reactions: Utilized in "homeopathic" palladium nanoparticle catalysis for cross carbon-carbon coupling reactions, Tetra-n-butylammonium iodide proves essential in achieving high reaction efficiencies and selectivities (Deraedt and Astruc, 2014).


• High purity applications in pharmaceutical research: The high purity of Tetra-n-butylammonium iodide makes it suitable for sensitive pharmaceutical applications, ensuring minimal impurities that could affect the chemical reactions and outcomes in medicinal chemistry (Pugini et al., 2023).


• Safety and handling in laboratory settings: Research emphasizes the importance of proper safety and handling procedures for Tetra-n-butylammonium iodide in laboratory environments, focusing on its storage, usage, and disposal to prevent contamination and ensure researcher safety (Li et al., 2013).

Analysis Note

Assay (argentometric): ≥ 98.0 %
Melting range (lower value): ≥ 143 °C
Melting range (upper value): ≤ 147 °C
Identity (IR): passes test

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 - H315 - H319
• pcodes: P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable