18-Crownether-6

18-Crownether-6 (18-crown-6) is ionophoric and used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cations. It is involved in the synthesis of diaryl ethers, diaryl thioethers and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. Used to solubilizing simple metal salts in nonpolar and dipolar aprotic solvents where solvation of the anionic portion of the salt should be minimal. It facilitates the solubility of potassium permanganate in benzene, which is used for oxidizing the organic compounds. It is used to accelerate various substitution reactions as well as enhances the power of nucleophiles such as potassium acetate. It is utilized in the alkylation reactions in the presence of potassium carbonate, N-alkylation of glutarimide and succinimide with dimethylcarbonate. The complex formed by its reaction with potassium cyanide acts as a catalyst in the cyanosilylation of aldehydes, ketones and quinines with trimethylsilyl cyanide (TMSCN). References: (1) P. Solovev, et al., J. Org. Chem. 61, 5221 (1996) , (2) G. Rounaghi, et al., Talanta 44, 275 (1997) , (3) J.S. Sawyer, et al., J. Org. Chem. 63, 6338 (1998) , (4) S. Kado & K. Kimura, JACS 125, 4560 (2003) , (5) D.A. Richens, et al., J. Chromatogr A. 1016, 155 (2003) , (6) D.L. Kirschner & T.K. Green, Carbohydr. Res. 340, 1773 (2005) , (7) N. Hirayama, et al., Anal. Sci. 24, 697 (2008) , (8) R.M. Burks & D.S. Hage, Electrophoresis 30, 657 (2009) , (9) A.G. Vendilo, et al., Molecules 14, 5001 (2009) , (10) P. Lasitha & E. Prasad, Chemistry 22, 10558 (2016) , (11) A.K. Junker, et al., Inorg. Chem. 55, 12299 (2016) , (12) L. Martin, et al., Inorg. Chem. 56, 717 (2017) Appearance: Light yellow powder. Solubility: Soluble in chloroform (50 mg/ml), methanol, ethanol, benzene or water. Identity: Determined by 1H-NMR. Declaration: Manufactured by Chemodex. Inchi Key: XEZNGIUYQVAUSS-UHFFFAOYSA-N Smiles: C1OCCOCCOCCOCCOCCOC1