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2006•Chinese Journal of Applied ChemistryRequires access

Synthesis of Alkyl Acetate in Acidic Ionic Liquid [Hmim] HSO_4

Yue Qin Cai, Min Lu

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Abstract

A novel acidic ionic liquid,[Hmim] HSO_(4),was prepared and used as solvent and catalyst in the esterification of acetic acid and alcohols.The esterification products could be easily separated in high yield from the reaction system via simple phase separation.The acidic ionic liquid phase after removal of water could be reused.The effect of reaction conditions on product yield for the esterification between acetic acid and n-Butanol was studied.Butyl acetate with a yield of 97% was obtained under optimal conditions.The(acidic) ionic liquid HSO_(4) was recycled 5 times and the yield of butyl acetate did not decrease remarkably.The structure of the acidic ionic liquid [Hmim] HSO_(4) was characterized by ~(1)H NMR,IR,and elemental analysis,and it was found that HSO_(4) existed as monohydrate.Acidity determination of aquoes(solutions) of [Hmim] HSO_4 showed that [Hmim] HSO_(4) possessed stronger acidity than CF_(3)COO.

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What this paper is about

A novel acidic ionic liquid,[Hmim] HSO_(4),was prepared and used as solvent and catalyst in the esterification of acetic acid and alcohols.The esterification products could be easily separated in high yield from the reaction system via simple phase separation.The acidic ionic liquid phase after removal of water could be reused.The effect of reaction conditions on product yield for the esterification between acetic acid and n-Butanol was studied.Butyl acetate with a yield of 97% was obtained under optimal conditions.The(acidic) ionic liquid HSO_(4) was recycled 5 times and the yield of butyl acetate did not decrease remarkably.The structure of the acidic ionic liquid [Hmim] HSO_(4) was characterized by ~(1)H NMR,IR,and elemental analysis,and it was found that HSO_(4) existed as monohydrate.Acidity determination of aquoes(solutions) of [Hmim] HSO_4 showed that [Hmim] HSO_(4) possessed stronger acidity than CF_(3)COO.

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Available abstract

A novel acidic ionic liquid,[Hmim] HSO_(4),was prepared and used as solvent and catalyst in the esterification of acetic acid and alcohols.The esterification products could be easily separated in high yield from the reaction system via simple phase separation.The acidic ionic liquid phase after removal of water could be reused.The effect of reaction conditions on product yield for the esterification between acetic acid and n-Butanol was studied.Butyl acetate with a yield of 97% was obtained under optimal conditions.The(acidic) ionic liquid HSO_(4) was recycled 5 times and the yield of butyl acetate did not decrease remarkably.The structure of the acidic ionic liquid [Hmim] HSO_(4) was characterized by ~(1)H NMR,IR,and elemental analysis,and it was found that HSO_(4) existed as monohydrate.Acidity determination of aquoes(solutions) of [Hmim] HSO_4 showed that [Hmim] HSO_(4) possessed stronger acidity than CF_(3)COO.

Key concepts: Chemistry, Ionic liquid, Acetic acid, Yield (engineering), Alkyl, Catalysis, Solvent, Butyl acetate

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