Home
Resources
Publications
Nucleophilicity in Ionic Liquids. 2.(1) Cation Effects on Halide Nucleophilicity in a Series of Bis(trifluoromethylsulfonyl)imide Ionic Liquids

Nucleophilicity in Ionic Liquids. 2.(1) Cation Effects on Halide Nucleophilicity in a Series of Bis(trifluoromethylsulfonyl)imide Ionic Liquids

N Llewellyn Lancaster, Paul A Salter, Tom Welton T, G Brent Young

J Org Chem. 2002 Dec 13;67(25):8855-61.

PMID: 12467399

Abstract:

In this work, the nucleophilicities of chloride, bromide, and iodide have been determined in the ionic liquids [bmim][N(Tf)(2)], [bm(2)im][N(Tf)(2)], and [bmpy][N(Tf)(2)] (where bmim = 1-butyl-3-methylimidazolium, bm(2)im = 1-butyl-2,3-dimethylimidazolium, bmpy = 1-butyl-1-methylpyrrolidinium, and N(Tf)(2) = bis(trifluoromethylsulfonyl)imide). It was found that in the [bmim](+) ionic liquid, chloride was the least nucleophilic halide, but that changing the cation of the ionic liquid affected the relative nucleophilicities of the halides. The activation parameters DeltaH(), DeltaS(), and DeltaG() have been estimated for the reaction of chloride in each ionic liquid, and compared to a similar reaction in dichloromethane, where these parameters were found for reaction by both the free ion and the ion pair.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP350493082	1-Butyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide		350493-08-2	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: