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69485

Sigma-Aldrich

Methyltrioctylammonium chloride

≥97.0% (AT)

Synonym(s):

Trioctylmethylammonium chloride

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About This Item

Linear Formula:
[CH3(CH2)6CH2]3N(Cl)CH3
CAS Number:
Molecular Weight:
404.16
Beilstein/REAXYS Number:
4039255
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (AT)

impurities

~1% water

SMILES string

[Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC

InChI

1S/C25H54N.ClH/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

InChI key

XKBGEWXEAPTVCK-UHFFFAOYSA-M

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Application

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.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 1B - Skin Corr. 1A - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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A highly active catalytic system for Suzuki--Miyaura cross-coupling reactions of aryl and heteroaryl chlorides in water
Mao S, et al.
Organic & Biomolecular Chemistry, 10(47), 9410-9417 (2012)
Methyltrioctylammonium chloride catalysed sonochemical synthesis of acridine diones
Kaur B and Kumar H
Journal of Chemical Sciences (Bangalore), 125(5), 989-992 (2013)
Quaternary ammonium salt-assisted synthesis of extended pi-systems from methyldiazines and aromatic aldehydes
Vanden E, et al.
Synthetic Communications, 31(20), 3167-3173 (2001)
Yun Zhang et al.
Journal of hazardous materials, 196, 201-209 (2011-10-07)
The coarse PVA-alginate matrix gel beads entrapping the micro-droplets of the ionic liquid tricaprylylmethylammonium 2-(methylthio) benzoate ([A336][MTBA]) as novel solid-phase extractants were prepared for the removal of mercury (II) from aqueous media. The ionic liquid [A336][MTBA] immobilized PVA-alginate beads (PVA/IL)
Bilian Chen et al.
Organic & biomolecular chemistry, 6(17), 3196-3201 (2008-08-14)
A new approach to the enzymatic production of conjugated linoleic acid (CLA) ascorbyl ester with a remarkably high volumetric productivity (120-200 g L(-1)) has been developed, in which strong solvation by tOMA.TFA (methyltrioctylammonium trifluoroacetate) enables a high concentration of ascorbic

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