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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:
5137-55-3
Molecular Weight:
404.16
Beilstein:
4039255
EC Number:
264-120-7
MDL number:
MFCD00011862
UNSPSC Code:
12352116
PubChem Substance ID:
57652193
NACRES:
NA.22

Quality Level

100

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

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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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)
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)
Nail Altunay et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 37(6), 869-881 (2020-04-17)
A fast, cheap and green analytical method was developed for the determination and extraction of curcumin in tea, honey, and spices using deep eutectic solvent-assisted emulsification liquid-liquid micro-extraction (DES-ELLME) coupled to UV-VIS spectrophotometry. Quantitative extraction of curcumin from the sample
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