Methyl trioctyl ammonium chloride

Methyl trioctyl ammonium chloride Basic information
Description Reference
Product Name:Methyl trioctyl ammonium chloride
Synonyms:TRICAPRYLYL MONOMETHYLAMMONIUM CHLORIDE;TRI-N-OCTYLMETHYLAMMONIUM CHLORIDE;CAPRIQUAT;METHYLTRIOCTYLAMINE HYDROCHLORIDE;Aliquat(rg 336;METHYLTRICAPRYLAMMONIUM CHLORIDE;Methyltri-n-octylammonium chloride~Tricaprylylmethylammonium chloride;Trictylmethylammonium chloride
CAS:5137-55-3
MF:C25H54ClN
MW:404.16
EINECS:225-896-2
Product Categories:organic intermediates;Quaternary ammonium salt;Industrial/Fine Chemicals;Ammonium Chlorides (Quaternary);Quaternary Ammonium Compounds
Mol File:5137-55-3.mol
Methyl trioctyl ammonium chloride Structure
Methyl trioctyl ammonium chloride Chemical Properties
Melting point -20°C
Boiling point 240°C
density 0.884 g/mL at 25 °C(lit.)
vapor pressure 0Pa at 25℃
refractive index n20/D 1.4665(lit.)
Fp >230 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility soluble in Chloroform, Hexanes
form Viscous Liquid
color Colourless to pale orange
OdorAmmonical
Water Solubility Partially insoluble
Sensitive Hygroscopic
BRN 4039255
Stability:Stable. Incompatible wth strong oxidizing agents. Hygroscopic.
InChIKeyXKBGEWXEAPTVCK-UHFFFAOYSA-M
LogP4.5 at 25℃
CAS DataBase Reference5137-55-3(CAS DataBase Reference)
EPA Substance Registry SystemMethyltrioctylammonium chloride (5137-55-3)
Safety Information
Hazard Codes Xn,N,C
Risk Statements 22-38-41-50/53-36/37/38-20/21/22-34
Safety Statements 26-39-60-61-36-45-36/37/39
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
RTECS UZ2997500
3-10
HazardClass 6.1
PackingGroup III
HS Code 29239000
MSDS Information
ProviderLanguage
Aliquat 336English
SigmaAldrichEnglish
ALFAEnglish
Methyl trioctyl ammonium chloride Usage And Synthesis
DescriptionMethyltrioctylammonium chloride is a water insoluble quaternary ammonium salt, which is widely used as a counter ion in solvent extraction of anionic metal complexes. It is widely used as a phase transfer catalyst for the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid. In comparison to traditional method of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, the usage of methyltrioctylammonium chloride is a more environmentally friendly reaction.
ReferenceN. 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
Chemical Propertiesviscous colourless to pale orange liquid
UsesMixture of C8 and C10 chains with C8 predominating. Used as a metal extraction reagent and a phase-transfer catalyst.
UsesMethyltrioctylammonium chloride can be used:
As a catalyst in the synthesis of acridine dione derivatives from aromatic aldehyde, dimedone and amines under ultrasonic irradiations.As a catalyst in the synthesis of extended π-systems using aromatic aldehydes and methyldiazines.As a component of a catalytic system used in the Suzuki-Miyaura cross-coupling reaction of a variety of aryl and heteroaryl chlorides in H2O.
DefinitionChEBI: An organic chloride salt having methyltrioctylammonium as the cation.
Flammability and ExplosibilityNotclassified
Safety ProfilePoison by ingestion and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl-.
Purification MethodsA 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.]
Methyl trioctyl ammonium chloride Preparation Products And Raw materials
Preparation Products(5-BROMOTHIOPHEN-3-YL)METHANESULFONYL CHLORIDE–>3-NITROPHENYLMETHANESULFONYL CHLORIDE–>(4-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE–>(4-BROMOTHIOPHEN-2-YL)METHANESULFONYL CHLORIDE–>1,3-Dimethyl-2-imidazolidinone–>6-BENZYLOXYPURINE–>3-Chloro-4-fluoronitrobenzene–>Benzophenone–>(2-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE–>METHYLTRIOCTYLAMMONIUM 2-MERCAPTOBENZOATE

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