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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:
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.

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Xin Di et al.
Journal of separation science, 43(15), 3129-3135 (2020-06-09)
A green extractant, hydrophobic deep eutectic solvent was first introduced for extraction of tetracycline, oxytetracycline, and chlortetracycline from environmental water samples prior to high-performance liquid chromatography determination. Deep eutectic solvents consist of methyltrioctylammonium chloride and various medium-chain alcohols/acids, and are
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)
Ali Mohammad Haji Shabani et al.
Journal of hazardous materials, 162(1), 373-377 (2008-06-28)
A simple and selective method for the determination of cadmium in water samples by FAAS after solid phase extraction has been developed. The method is based on the sorption of cadmium as CdI(4)(2-) on octadecyl silica membrane disks modified by

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