5137-55-3 Usage
Description
Methyl trioctyl ammonium chloride is a water-insoluble quaternary ammonium salt, characterized as a viscous colorless to pale orange liquid. It serves as a counter ion in solvent extraction of anionic metal complexes and is widely used as a phase transfer catalyst for various chemical reactions.
Uses
Used in Chemical Synthesis:
Methyl trioctyl ammonium chloride is used as a catalyst for the synthesis of acridine dione derivatives from aromatic aldehyde, dimedone, and amines under ultrasonic irradiations. It is also utilized as a catalyst in the synthesis of extended π-systems using aromatic aldehydes and methyldiazines.
Used in Suzuki-Miyaura Cross-Coupling Reaction:
Methyl trioctyl ammonium chloride is a component of a catalytic system used in the Suzuki-Miyaura cross-coupling reaction of a variety of aryl and heteroaryl chlorides in water, facilitating the formation of carbon-carbon bonds.
Used in Metal Extraction:
Methyl trioctyl ammonium chloride, with a mixture of C8 and C10 chains predominantly containing C8, is used as a metal extraction reagent. It aids in the solvent extraction of anionic metal complexes, making the process more efficient.
Used in Environmentally Friendly Oxidation:
Compared to traditional methods of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, the use of methyl trioctyl ammonium chloride in the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid is a more environmentally friendly approach.
Reference
N. Pourreza, H. Zavvar Mousavi, Determination of cadmium by flame atomic absorption spectrometry after preconcentration on naphthalene– methyltrioctylammonium chloride adsorbent as tetraiodocadmate (II) ions, Analytica Chimica Acta, 2004, vol. 503, pp. 279-282
Flammability and Explosibility
Notclassified
Safety Profile
Poison by ingestion and
intraperitoneal routes. When heated to
decomposition it emits very toxic fumes of
NOx, NH3, and Cl-.
Purification Methods
A 30% (v/v) of Aliquat 336 solution in *benzene is washed twice with an equal volume of 1.5M HBr. [Petrow & Allen, Anal Chem 33 1303 1961.] It is purified by dissolving 50g in CHCl3 (100mL) and shaking with 20% NaOH solution (200mL) for 10minutes, and followed by 20% NaCl (200mL) for 10minutes. It is then washed with a small volume of H2O and filtered through a dry filter paper [Adam & Pribil Talanta 18 733 1971]. n-Alkylammonium chloride n=2,4,6. Recrystallise them from EtOH or an EtOH/Et2O mixture. [Hashimoto & Thomas J Am Chem Soc 107 4655 1985, Chu & Thomas J Am Chem Soc 108 6270 1986.] n-Alkyltrimethylammonium bromide n=10,12,16. Recrystallise them from an EtOH/Et2O mixture. [Hashimoto & Thomas J Am Chem Soc 107 4655 1985.]
Check Digit Verification of cas no
The CAS Registry Mumber 5137-55-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,3 and 7 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5137-55:
(6*5)+(5*1)+(4*3)+(3*7)+(2*5)+(1*5)=83
83 % 10 = 3
So 5137-55-3 is a valid CAS Registry Number.
InChI:InChI=1/C25H53N/c1-4-7-10-13-16-19-22-25(26,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24,26H2,1-3H3/p+1
5137-55-3Relevant articles and documents
IONIC LIQUID COMPOSITION AND SOLVENT CONTAINING THE SAME
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Paragraph 0052-0054; 0056, (2018/10/16)
PROBLEM TO BE SOLVED: To provide an ionic liquid composition satisfying high flowability and high hydrophobic property. SOLUTION: There is provided the ionic liquid composition containing at least one kind of solid organic salt having a melting point of 70°C or more and at least one kind of liquid organic salt having a melting point of 30°C or less, the solid organic salt and the liquid organic salt having a same cationic part or a same anionic part, the ionic liquid composition has a moisture content of 1 to 50 mass%, a water/n-octanol calculated distribution coefficient (LogP) of 0.5 or more and a viscosity of 3 Pa s or less at 25°C. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
Triphasic liquid systems: Generation and segregation of catalytically active Pd nanoparticles in an ammonium-based catalyst-philic phase
Perosa, Alvise,Tundo, Pietro,Selva, Maurizio,Canton, Patrizia
, p. 4480 - 4482 (2008/09/18)
A triphasic liquid system fabricated from isooctane, aqueous base, and trioctylmethylammonium chloride/decanol promoted the formation of Pd-nanoparticles in the size range of 2-4 nm which remained immobilised in the onium phase, catalysed organic reactions, and could be recycled. The Royal Society of Chemistry 2006.
Process for preparing 2-amino-1, 3-alkanediol or a derivative thereof, process for preparing optically active dihydrosphingosine derivatives and intermediates used in that process
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, (2008/06/13)
A process for preparing an optically active dihydrosphingosine derivative, comprising reducing a (2R,3R)-2-amino-3-hydroxyalkanoic acid derivative represented by formula (III): wherein R3represents a straight-chain alkyl group having 7 to 21 carbon atoms; and R4represents an amino group protecting group,(e.g., (2R,3R)-2-benzylamino-3-hydroxyoctadecanoic acid) with sodium tetrahydroborate in the presence of an acid. The process of the invention makes it feasible to produce an optically active dihydrosphingosine at high optical purity and provides a simple process that is safe and easy to industrialize.
