volume 53 , issue 5 , pages 1102-1107

Alkylation mechanism of benzene with 1-dodecene catalyzed by Et3NHCl-AlCl3

Guopeng Qi ¹

Feng Jiang ¹

Xuewen Sun ²

Zhao Suoqi ²

Hide authors affiliations Show authors affiliations: 2 affiliations

School of Chemical Engineering, Tianjin University, Tianjin, China |

State key Laboratory of Heavy Oil Processing, Petroleum University of China, Beijing, China |

Publication type: Journal Article

Publication date: 2010-05-01

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DOI: 10.1007/s11426-010-0138-4

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General Chemistry

Abstract

The isotope exchange method was employed to investigate the catalytic mechanism of ionic liquid in alkylation of benzenes with olefins. It is proposed that alkylation was induced by the Lewis acid AlCl3 which attracted π electrons of 1-dodecene to shift toward 1-carbon, thus forming a carbonium ion. The carbonium ion further reacted with benzenes to form a complex. Due to unstabilit of the complex, a deuterated ring proton was transferred into an electronegative 1-carbon of the side chain to substitute for the AlCl3, accordingly 2-phenyldodecane was generated.

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