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Hydroxylation of Alkyl Halides with Water in Ionic Liquid: Significantly Enhanced Nucleophilicity of Water

Dong Wook Kim, Dong Jin Hong, Jai Woong Seo, Hoon Sik Kim, Hong Kon Kim, Choong Eui Song, and Dae Yoon Chi*

*Department of Chemistry, Sogang University, 1 Shinsudong, Mapoku, Seoul 121-742, Korea, Email: dychisogang.ac.kr

D. W. Kim, D. J. Hong, J. W. Seo, H. S. Kim, H. K. Kim, C. E. Song, D. Y. Chi, J. Org. Chem., 2004, 69, 3186-3189.

DOI: 10.1021/jo035563i (free Supporting Information)


Abstract

Ionic liquids enhanced the nucleophilicity of water and reduced the formation of elimination products in the nucleophilic hydroxylation of alkyl halides. The reactivity of other nucleophiles such as alcohols, phenol, and acetic acid in an ionic liquid was also investigated.

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Key Words

Hydroxylation, Ionic Liquids


ID: J42-Y2004-430