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87991

Sigma-Aldrich

Tetraoctylammonium chloride

≥97.0% (AT)

Synonym(s):

N,N,N-trioctyl-1-octanaminium chloride

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About This Item

Linear Formula:
[CH3(CH2)7]4N(Cl)
CAS Number:
Molecular Weight:
502.34
Beilstein:
4169201
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (AT)

form

crystals

mp

50-54 °C

SMILES string

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

InChI

1S/C32H68N.ClH/c1-5-9-13-17-21-25-29-33(30-26-22-18-14-10-6-2,31-27-23-19-15-11-7-3)32-28-24-20-16-12-8-4;/h5-32H2,1-4H3;1H/q+1;/p-1

InChI key

SNNIPOQLGBPXPS-UHFFFAOYSA-M

Related Categories

General description

Tetraoctylammonium chloride (TOACl) is a quaternary ammonium salt commonly used as a catalyst in organic synthesis.

Application

Tetraoctylammonium chloride is used as a:
  • Cationic additive in the preparation of the polyaniline-based calcium selective electrode.
  • Phase transfer catalyst in the Brust-Schiffrin synthesis of gold nanoparticles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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All-solid-state calcium-selective electrode prepared of soluble electrically conducting polyaniline and di (2-ethylhexyl) phosphate with tetraoctylammonium chloride as cationic additive
Lindfors T, et al.
Analytica Chimica Acta, 404(1), 111-119 (2000)
Joanna Lenik et al.
Materials science & engineering. C, Materials for biological applications, 61, 149-157 (2016-02-04)
Potentiometric sensors based on neutral β-cyclodextrins: (2-hydroxypropyl)-β-cyclodextrin, heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin, heptakis(2,3,6-tri-O-benzoyl)-β-cyclodextrin and anionic β-cyclodextrin: (2-hydroxy-3-N,N,N-trimethylamino)propyl-β-cyclodextrin chloride for naproxen are described. Inclusion complexes of naproxen with the above-mentioned cyclodextrins were studied using IR spectroscopy. The electrode surface was made from PVC membranes doped
Reaction kinetics of the reaction between carbon dioxide and glycidyl methacrylate using tetraoctylammonium chloride as catalyst
Park SW, et al.
Reaction Kinetics and Catalysis Letters, 90, 215-223 (2007)
Electrochemical insight into the Brust--Schiffrin synthesis of Au nanoparticles
Uehara A, et al.
Journal of the American Chemical Society, 137(48), 15135-15144 (2015)
Adil Elik et al.
Food chemistry, 350, 129237-129237 (2021-02-23)
This paper reports a new and simple microextraction procedure for cobalt determination using green ionic hydrophobic deep eutectic solvent in developing air-assisted liquid-phase microextraction and flame atomic absorption spectrometry. Thecomplexationof Co(II) ions was carried out by using dithizone solution as

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