Effective synthesis of cis-3-hexen-1-yl acetate via transesterification over KOH/γ-Al2O3: Structure and catalytic performance

Authors: Xiaoshuan Li, Dinghua Yu, Wengui Zhang, Zhengwen Li, Xiaowei Zhang, He Huang

Abstract:
Cis-3-hexen-1-yl acetate is a significant green note flavor compound and widely used in the food and cosmetic industry. In this research, a series of solid base KOH/-Al₂O₃ have been prepared and been utilized for the synthesis of cis-3-hexen-1-yl acetate via transesterification from cis-3-hexen-1-yl and ethyl acetate. The catalysts were also characterized by several physic-chemical techniques such as Xray diffraction (XRD), Fourier transform infrared (FT-IR) spectroscopy, N₂ adsorption, CO₂-temperatureprogrammed desorption (CO₂-TPD), and X-ray fluorescence (XRF). 30%KOH/Al₂O₃ was suggested to be the best conversion due to the cis-3-hexen-1-ol conversion of 59.3% at a temperature 88 ◦C within 2 h. Characterization results showed that KOH transformed into Al–O–K and K₂O·CO₂ species during the calcination process. It was confirmed that K2O·CO₂ disappeared and Al–O–K groups existed on the surface of the water-washing 30%KOH/Al₂O₃ which was inactive for transesterification. K2O·CO₂ species might be the major active species on KOH/Al₂O₃, and Al–O–K groups was inactive for cis-3-hexen-yl acetate synthesis.

Keywords:
Cis-3-hexen-1-yl acetate
Cis-3-hexen-1-ol
Transesterification
KOH/-Al₂O₃
Flavor

Published in: Applied catalysis A: General  (Volume 455, Pages 1-266, 30 March 2013)

Publisher: Elsevier

ISSN Information: 0926-860X

Effective synthesis of cis-3-hexen-1-yl acetate via transesterification over KOH/γ-Al2O3: Structure and catalytic performance

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