路易斯酸对苯乙酮和四丁基三溴化铵反应的影响
Effects of Lewis Acids on the Reaction of Acetophenone and Tetrabutylammonium Tribromide

作者: 郑明花 :延边大学理学院化学系,延吉; 胡 祥 , 田洪瑞 , 乔 旭 , 金 京一 :延边大学理学院化学系,延吉 ;

关键词: 路易斯酸催化四丁基三溴化铵苯乙酮Lewis Acids Catalysis Tetrabutylammonium Tribromide Acetophenone

摘要:
本文考察了苯乙酮和四丁基三溴化铵(TBABr3)的溴代反应中路易斯酸对反应速率的影响。在所研究的路易斯酸的范围内,ZnCl2、AlCl3和FeCl3能加速反应的进行,但是FeCl2和NiCl2抑制了溴代反应。从结果来看,FeCl3不仅能显著缩短反应时间,同时收率也有所提高。

Abstract: We investigate the effects of some Lewis acids (ZnCl2, AlCl3, FeCl3, FeCl2, and NiCl2) on the α-bro- mination rate of acetophenone with tetrabutylammonium tribromide. It is found that some Lewis acids, such as ZnCl2, AlCl3, and FeCl3, can accelerate bromination of acetophenone, but others such as FeCl2 and NiCl2 inhibited the bromination. Among the catalytic Lewis acids, FeCl3 could significantly accelerate the reaction without loss of the yield.

文章引用: 郑明花 , 胡 祥 , 田洪瑞 , 乔 旭 , 金 京一 (2014) 路易斯酸对苯乙酮和四丁基三溴化铵反应的影响。 有机化学研究, 2, 39-42. doi: 10.12677/JOCR.2014.23006

参考文献

[1] 孙亚栋, 刘方明, 解正峰, 等 (2005) N-(4-芳基-噻唑-2-基)-ω-(1H-苯并三唑-1-基)-苯乙酮腙类衍生物的合成. 有机化学, 25, 449-453.

[2] Baciocchi, E., Bietti, M., Gerini, M.F., Lanzalunga, O. and Manicinelli, S. (2001) Oxidation of nonphenolic β-O-aryl- lignin model diners catalysed by lignin peroxidase. Journal of the Chemical Society, Perkin Transactions, 91, 1506- 1511.

[3] Horner, L. and Winkelmann, E. (1959) Neueremethoden der präparativen organischen chemie II 14. N-Bromsuccini- mid, Eigenschaften und reaktionsweisen studien zum ablauf der substitution XV. Angewandte Chemie, 71, 349-356.

[4] 杨颖群 (2000) 用溴化铜代替液溴作原料合成3,5-二氯-4-氨基溴代苯乙酮. 衡阳师范学院学报, 21, 38-40.

[5] Shoji, K., Takaaki, K. and Tsuyoshi, O. (1987) Synthesis of bromoacetyl derivatives by use of tetrabulylammonium tribromide. Bulletin of the Chemical Society of Japan, 60, 1159-1160.

[6] 隆金桥, 陈华妮, 黎远成 (2011) 路易斯酸催化剂的研究进展. 广东化工, 38, 12-26.

[7] Buckles, R.E., Popov, A.I., Zelezny, W.F. and Smith, R.J. (1951) Spectrophotometric study of tetrabutylammonium tribromide. Journal of the American Chemical Society, 73, 4525-4528.

[8] Rather, J.B. and Reid, E.E. (1919) The identification of acids. IV. Phenacyl Esters. Journal of the American Chemical Society, 41, 75-83.

分享
Top