CAS 5137-55-3 Methyltri-n-octylammonium Chloride

Synonyms

102055-EP2275469A1; Aliquat 336; UNII-07Q8S2MJ6A; N-Methyl-N,N-dioctyl-1-octanaminium chloride; EINECS 225-896-2; methyl(trioctyl)azanium chloride; 93810-EP2305625A1; methyl trioctylammonium chloride; XKBGEWXEAPTVCK-UHFFFAOYSA-M; NSC 61369;

IUPAC Name

methyl(trioctyl)azanium;chloride;

Molecular Weight

404.164g/mol

Molecular Formula

C25H54ClN;

Canonical SMILES

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

InChI

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;

Complexity

220

Covalently-Bonded Unit Count

EC Number

225-896-2

Exact Mass

403.394g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

403.394g/mol

NSC Number

61369

Rotatable Bond Count

Topological Polar Surface Area

0A^2

UNII

07Q8S2MJ6A

Application

Methyltri-n-octylammonium chloride is a versatile water-insoluble quaternary ammonium salt primarily used as a counter ion in the solvent extraction of anionic metal complexes and a phase-transfer catalyst for various chemical reactions. Its role in the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid offers a more environmentally friendly alternative compared to traditional methods using nitric acid or potassium permanganate. This compound is valuable in several applications, including the synthesis of acridine dione derivatives and extended π-systems, and it functions as a component in the Suzuki-Miyaura cross-coupling reaction involving aryl and heteroaryl chlorides in aqueous solutions. Additionally, it is employed as a metal extraction reagent, with a mixture of C8 and C10 chains, where C8 predominates, characterizing it as a viscous, colorless to pale orange liquid.

February 1, 2025

Highly Effective for Catalytic Oxidation and Metal Extraction

I've used Methyltri-n-octylammonium Chloride in my research for oxidizing cyclohexene and it worked efficiently as a phase transfer catalyst. Its environmentally friendly profile is an added bonus for sustainable research practices.