35675-86-6

Basic information

• Product Name: Trioctylmethylammonium iodide
• Synonyms: METHYLTRIOCTYLAMMONIUM IODIDE;TRIOCTYLMETHYLAMMONIUM IODIDE;Methyltrioctylaminium·iodide;Methyltrioctylammonium iodide technical, >=85% (NT);[O3MN]I
• CAS NO: 35675-86-6
• Molecular Formula: C₂₅H₅₄N*I
• Molecular Weight: 495.61
• EINECS: 252-672-1
• Mol File: 35675-86-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.041 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.493
• CAS DataBase Reference: Trioctylmethylammonium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Trioctylmethylammonium iodide(35675-86-6)
• EPA Substance Registry System: Trioctylmethylammonium iodide(35675-86-6)

Safety Data

• Hazard Codes: T
• Statements: 61-36/37/38
• Safety Statements: 53-23-26-36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 35675-86-6(Hazardous Substances Data)

Usage

General Description

Trioctylmethylammonium iodide, also known as TOMA iodide, is a quaternary ammonium salt that is commonly used as a phase transfer catalyst in various organic reactions. It is a white crystalline powder that is soluble in polar organic solvents and water. TOMA iodide is known for its ability to transfer anions from an aqueous phase to an organic phase, facilitating the extraction and purification of various organic compounds. It has also been utilized in the synthesis of various pharmaceuticals, agrochemicals, and specialty chemicals. Additionally, TOMA iodide has been studied for its potential applications in the field of organic electronics and optoelectronics due to its unique properties.

InChI:InChI=1/C25H54N.HI/c1-5-8-11-14-17-20-23-26(4,24-21-18-15-12-9-6-2)25-22-19-16-13-10-7-3;/h5-25H2,1-4H3;1H/q+1;/p-1

Upstream product

• 5137-55-3 Aliquat 336 
• 1116-76-3 Tri-n-octylamine 
• 74-88-4 methyl iodide 

Relevant articles and documents

Reducing the competition: A dual-purpose ionic liquid for the extraction of gallium from Iron Chloride solutions

The separation of gallium from iron by solvent extraction from chloride media is challenging because the anionic chloridometalates, FeCl4? and GaCl4?, display similar chemical properties. However, we report here that the selective separation of gallium from iron in HCl solution can be achieved using the dual-purpose ionic liquid methyltrioctylammonium iodide in a solvent extraction process. In this case, the reduction of Fe3+ to Fe2+ by the iodide counterion was found to inhibit Fe transport, facilitating quantitative Ga extraction by the ionic liquid with minimal Fe extraction from 2 M HCl.

Separation of precious metals by split-anion extraction using water-saturated ionic liquids

A split-anion solvent extraction process was developed for the separation of precious metal ions Au(iii), Pt(iv), Pd(ii) and Rh(iii) from aqueous chloride media using water-saturated ionic liquids. The metal extraction and stripping behavior of the chloride form [A336][Cl], bromide form [A336][Br] and the iodide form [A336][I] of the quaternary ammonium ionic liquid Aliquat 336 were compared. The three ionic liquids extracted Au(iii), Pd(ii) and Pt(iv) quantitatively in most cases, whereas the co-extraction of Rh(iii) was strongly dependent on the acidity and the chloride concentration. Among the studied ionic liquids, [A336][I] achieved the highest separation factors between Pd(ii)/Rh(iii), Pt(iv)/Rh(iii), and Au(iii)/Rh(iii) at 6 mol L-1 Cl-. Additionally, the selective stripping of the individual metal ions Pd(ii), Au(iii), and Pt(iv) was only possible from loaded [A336][I] using ammonia solution (NH4OH), sodium thiosulfate (Na2S2O3), and thiourea ((NH2)2CS), respectively. A closed-loop flow sheet was designed for the recovery of the precious metals from chloride media using split-anion extraction with [A336][I]. The integrated process was demonstrated to be suitable for the purification of Rh(iii), Pt(iv) and Pd(ii) from a complex metal feed such as the leachate of spent automotive catalysts. The ionic liquid-based split-anion extraction process is simple, selective and effective for the sustainable separation of the precious metals, using only one green extractant [A336][I], which can be regenerated for consecutive extraction-stripping cycles.