FORMATION MECHANISM OF 1,3-BIS(2-OXOPROPYL)-3H-1,2,3-BENZOTRIAZOLIUM TRIIODIDE IN THE ALKYLATION REACTION OF 1,2,3-BENZOTRIAZOLE WITH 1-IODOPROPAN-2-ONE

被引：1
作者：
Shagun, V. A. [1 ]
Dorofeev, I. A. [1 ]
Shagun, L. G. [1 ]
机构：
[1] Russian Acad Sci, Siberian Div, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia
来源：
JOURNAL OF STRUCTURAL CHEMISTRY | 2013年 / 54卷 / 05期
关键词：
quantum chemical calculation; ionic liquid; reaction mechanism; alkylation; 1,2,3-benzotriazole; 1-iodopropan-2-one; IONIC LIQUIDS;
D O I：
10.1134/S0022476613050041
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Within DFT (B3LYP) methods the potential surface of the interaction between 1-iodopropan-2-one and 1,2,3-benzotriazole resulting in the formation of 1,3-bis(2-oxopropyl)-3H-1,2,3-benzotriazolium triiodide is studied. A mechanism consisting of four steps (N1-alkylation of 1,2,3-benzotriazole, elimination of molecular iodine during partial reduction of 1-iodopropan-2-one with hydrogen iodide, formation of the triiodide structure, and formation of 1,3-bis(2-oxopropyl)-3H-1,2,3-benzotriazolium) is proposed. Thermodynamic and kinetic parameters of these steps are obtained.
引用
收藏
页码：857 / 862
页数：6
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