Kinetic Study of the Reaction of .ALPHA.-Bromoxylene and 2,4,6-Tribromophenol via Phase Transfer Catalysis at Low Alkalinity
-
- Wang Maw-Ling
- Department of Environmental Engineering, Hung-Kuang University
-
- Yang Chau-Yun
- Department of Chemical Engineering, National Tsing Hua University
-
- Hsieh Yu-Ming
- Department of Electronic Materials, Chin Min Institute of Technology
Bibliographic Information
- Other Title
-
- Kinetic Study of the Reaction of α-Bromoxylene and 2,4,6-Tribromophenol via Phase Transfer Catalysis at Low Alkalinity
- Kinetic Study of the Reaction of アルファ Bromoxylene and 2 4 6 Tribromophenol via Phase Transfer Catalysis at Low Alkalinity
Search this article
Abstract
The reaction of 2,4,6-tribromophenol and α-bromoxylenes (o-, p- and m-) catalyzed by tetrabutylammonium bromide was carried out in an alkaline solution of KOH of low concentration/organic solvent two-phase medium. The concentration of tetrabutylammonium 2,4,6-tribromophenoxide (ArOQ) is constant throughout the path of reaction while more than 98% of the catalyst exists as tetrabutylammonium 2,4,6-tribromophenoxide (ArOQ) in the organic phase. The mass transfer resistance of ArOQ between the two phases is negligible compared to the rate of organic-phase reaction. The reaction in the organic phase is a rate-determining step. A pseudo-first-order rate law is proposed to express the kinetic data. The effects of potassium hydroxide, organic solvents, agitation speed, amount of aqueous-phase reactant (2,4,6-tribromophenol), amount of catalyst, organic-phase reactant (α-bromoxylene), inorganic salts and temperature on the conversion are investigated in detail. It is found that the reaction rate is not well-correlated to the polarity of the organic solvent. The solvolysis effect, which concerns with the polarity and Lewis-base of the organic solvents, is used to explain the characteristics of the reaction satisfactorily at low alkaline concentration. The stability of carbonium ions of different α-bromoxylenes is used to explain their reaction rates satisfactorily.
Journal
-
- JOURNAL OF CHEMICAL ENGINEERING OF JAPAN
-
JOURNAL OF CHEMICAL ENGINEERING OF JAPAN 37 (11), 1310-1318, 2004
The Society of Chemical Engineers, Japan
- Tweet
Details 詳細情報について
-
- CRID
- 1390001204568774272
-
- NII Article ID
- 130000019624
-
- NII Book ID
- AA00709658
-
- ISSN
- 18811299
- 00219592
-
- NDL BIB ID
- 7163327
-
- Text Lang
- en
-
- Data Source
-
- JaLC
- NDL
- Crossref
- CiNii Articles
-
- Abstract License Flag
- Disallowed