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

页码：857 / 862

页数：6

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