9200. Tetraethylammonium Chloride

Nomenclature

CAS number: 56-34-8
N,N,N-Triethylethanaminium chloride (1:1); etamon chloride; TEA chloride.
C8H20ClN; mol wt 165.70.
C 57.99%, H 12.17%, Cl 21.40%, N 8.45%.

Description and references

Potassium-selective ion channel blocker. Prepn: H. Schiff, U. Monsacchi, Z. Phys. Chem. 24, 513 (1897). Synthetic applications: G. Coppens et al., J. Org. Chem. 27, 3299 (1962); S. Gervat et al., Tetrahedron Lett. 34, 2115 (1993). Hydrogen bonding structural studies: K. M. Harmon, J. M. Gabriele, Inorg. Chem. 20, 4013 (1981); idem et al., J. Mol. Struct. 216, 53 (1990). Toxicity studies: J. F. Keith, Jr. et al., Circulation 6, 902 (1952). Mechanistic study of selective potassium channel binding: W. Jarolimek et al., Mol. Pharmacol. 49, 165 (1996).

Chemical structure

Properties

Deliquescent crystals. d421 1.0801. Freely sol in water, alcohol, chloroform, acetone; slightly sol in benzene. pH of 10% aq soln 6.48. LD50 i.v. in dogs: 55.7-72.4 mg/kg (Keith, Jr.).

Derivative

Tetrahydrate.

Nomenclature

CAS number: 6024-76-6
C8H20ClN.4H2O; mol wt 237.77.
C 40.41%, H 11.87%, Cl 14.91%, N 5.89%, O 26.92%.

Properties

Monoclinic prismatic crystals. mp 37.5°. d 1.084.

Use

Dehydrogenation catalyst; phase transfer catalyst in polymerization reactions. Electrolyte in membrane transport studies.