Methyltrioctylammonium chloride

Base Information

• Chemical Name: Methyltrioctylammonium chloride
• CAS No.: 5137-55-3
• Deprecated CAS: 13275-89-3,134872-41-6,3682-18-6,41575-10-4,76925-99-0,3682-18-6,41575-10-4,76925-99-0
• Molecular Formula: C25H54N^.Cl
• Molecular Weight: 404.163
• Hs Code.: 29239000
• European Community (EC) Number: 225-896-2,264-120-7
• NSC Number: 61369
• UNII: 07Q8S2MJ6A
• DSSTox Substance ID: DTXSID1044487
• Wikipedia: Aliquat_336
• Wikidata: Q4726852
• ChEMBL ID: CHEMBL3188519
• Mol file: 5137-55-3.mol

Synonyms:Aliquat 336;capriquat;methyltricaprylylammonium;methyltricaprylylammonium chloride;methyltrioctylammonium chloride;MTOATFA cpd;TOMAC salt;tricaprylylmethylammonium;trioctylmethylammonium;trioctylmethylammonium chloride;trioctylmethylammonium iodide;trioctylmethylammonium trifluoroacetate

Chemical Property of Methyltrioctylammonium chloride

Chemical Property:

• Appearance/Colour: viscous colourless to pale orange liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: -20 °C
• Refractive Index: n20/D 1.4665(lit.)
• Boiling Point: 427.566 °C at 760 mmHg
• Flash Point: 210.404 °C
• PSA: 0.00000
• Density: 0.884 g/mL at 25 ºC
• LogP: 5.51850
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Water Solubility.: Partially insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 21
• Exact Mass: 403.3944784
• Heavy Atom Count: 27
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

Methyltrioctylammonium chloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N,C
• Statements: 22-38-41-50/53-36/37/38-20/21/22-34
• Safety Statements: 26-39-60-61-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC.[Cl-]
• Description: Methyltrioctylammonium 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.
• Uses: Methyltrioctylammonium 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. Mixture of C8 and C10 chains with C8 predominating. Used as a metal extraction reagent and a phase-transfer catalyst.

Technology Process of Methyltrioctylammonium chloride

There total 4 articles about Methyltrioctylammonium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Tri-n-octylamine (1116-76-3) + dimethyl sulfate (77-78-1) → Aliquat 336 (5137-55-3,76925-99-0)

Guidance literature:

In toluene; at 140 ℃; for 18h;

DOI:10.1002/adsc.200700231

Reference yield:

Tri-n-octylamine (1116-76-3) + methylene chloride (74-87-3) → Aliquat 336 (5137-55-3,76925-99-0)

Guidance literature:

In acetonitrile; at 50 ℃; for 24h;

Reference yield:

n-chlorooctane (111-85-3) + tri-n-octylmethylammonium fluoride (119409-25-5) → 1-Fluoro-octane (463-11-6) + Aliquat 336 (5137-55-3,76925-99-0)

Guidance literature:

at 80 ℃; Rate constant; Kinetics; Thermodynamic data; activation energy;

DOI:10.1021/jo00206a031

upstream raw materials:

n-chlorooctane

tri-n-octylmethylammonium fluoride

Tri-n-octylamine

dimethyl sulfate

Downstream raw materials:

methyl 4-(3-chloropropoxy)-3-methoxybenzoate

diethyl-2,5-bis-(6-acetoxyhexoxy)terephthalate

1-nitro-4-(tetradecyloxy)benzene

5-Trifluoromethyl-4-chloro-3-(3'hydroxy-4'-chlorophenoxy)-1-methylpyrazole

Refernces

• 1、 Paganelli, Stefano,Perosa, Alvise,Selva, Maurizio. "Triphasic liquid systems for improved separations. Trioctylmethylammonium chloride-immobilised rhodium trichloride: A phosphine-free hydroformylation catalytic system". . p. 1858 - 1862. Retrieved 2008/09/17.
• 2、 -. "Process for preparing 2-amino-1,3-alkanediol or derivative thereof, process for preparing optically active dihydrosphingosine derivative, and intermediates for optically active dihydrosphingosine derivative". . . Retrieved 2008/06/13.