Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium

碩士 === 國立成功大學 === 化學系 === 84 === Abstract The two-phase reaction of dichlorobenzoyl and the corresponding benzoate with pyridine N-oxide as the inverse phase transfer catalyst was studied by using the HP...

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Main Authors: Jang, Yeong-Sheng, 張永昇
Other Authors: Jing-Jer Jwo
Format: Others
Language:zh-TW
Published: 1996
Online Access:http://ndltd.ncl.edu.tw/handle/68896197120357976991
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spelling ndltd-TW-084NCKU00650172016-02-05T04:16:26Z http://ndltd.ncl.edu.tw/handle/68896197120357976991 Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium 反相間轉移觸媒研究-二氯苯甲醯氯與苯甲酸鈉及其衍生物在N-氧化沘啶催化下的取代反應動力學 Jang, Yeong-Sheng 張永昇 碩士 國立成功大學 化學系 84 Abstract The two-phase reaction of dichlorobenzoyl and the corresponding benzoate with pyridine N-oxide as the inverse phase transfer catalyst was studied by using the HPLC method.A more polar organic solvent will lead to a faster reaction rate and a higher yield of anhydride. For instance ,dichloromethane as a more proper organic medium than n-haxane and and benzene in this two-phase reaction. Under appropriate conditionsa ,the reaction acts according to the following rate law:-d[Cl2C6H3COCl]/dt=kobs[Cl2C6H3COCl]org =(kh+kc[PNO]iaq)[Cl2C6H3COCl]org.The process of producing the intermediate (Cl2C6H3COONP+Cl-)in CH2Cl2 is the rate-determining step(kc).The order of relative reactivity to PNO in CH2Cl2 is 2,4-Cl2C6H3COCl>2,3-Cl2C6H3COCl>3,5-Cl2C6H3COCl>3,4-Cl2C6H3COCl. The difference of pH values in aqueous phase will influence the reaction rate.A faster reaction rate can be acquired if a lower pH value i given. A mixing of two kinds of dichlorobenzoyl chloride in CH2Cl2 will not influence the course of respective reaction. The act as without the existence of each other; The order of anion' reactivity to the intermediate in aqueous phase is as follow: (3,4-Cl2C6H3COO- ,3,5-Cl2C6H3COO-)>(2,3- Cl2C6H3COO-,2,4-Cl2C6H3COO-,4-ClC6H4COO-,3-ClC6H4COO-)>(2-ClC6H4 COO-,C6H5COO-). Jing-Jer Jwo 卓靜哲 1996 學位論文 ; thesis 106 zh-TW
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language zh-TW
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sources NDLTD
description 碩士 === 國立成功大學 === 化學系 === 84 === Abstract The two-phase reaction of dichlorobenzoyl and the corresponding benzoate with pyridine N-oxide as the inverse phase transfer catalyst was studied by using the HPLC method.A more polar organic solvent will lead to a faster reaction rate and a higher yield of anhydride. For instance ,dichloromethane as a more proper organic medium than n-haxane and and benzene in this two-phase reaction. Under appropriate conditionsa ,the reaction acts according to the following rate law:-d[Cl2C6H3COCl]/dt=kobs[Cl2C6H3COCl]org =(kh+kc[PNO]iaq)[Cl2C6H3COCl]org.The process of producing the intermediate (Cl2C6H3COONP+Cl-)in CH2Cl2 is the rate-determining step(kc).The order of relative reactivity to PNO in CH2Cl2 is 2,4-Cl2C6H3COCl>2,3-Cl2C6H3COCl>3,5-Cl2C6H3COCl>3,4-Cl2C6H3COCl. The difference of pH values in aqueous phase will influence the reaction rate.A faster reaction rate can be acquired if a lower pH value i given. A mixing of two kinds of dichlorobenzoyl chloride in CH2Cl2 will not influence the course of respective reaction. The act as without the existence of each other; The order of anion' reactivity to the intermediate in aqueous phase is as follow: (3,4-Cl2C6H3COO- ,3,5-Cl2C6H3COO-)>(2,3- Cl2C6H3COO-,2,4-Cl2C6H3COO-,4-ClC6H4COO-,3-ClC6H4COO-)>(2-ClC6H4 COO-,C6H5COO-).
author2 Jing-Jer Jwo
author_facet Jing-Jer Jwo
Jang, Yeong-Sheng
張永昇
author Jang, Yeong-Sheng
張永昇
spellingShingle Jang, Yeong-Sheng
張永昇
Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium
author_sort Jang, Yeong-Sheng
title Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium
title_short Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium
title_full Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium
title_fullStr Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium
title_full_unstemmed Inverse Phase Transfer Catalysis. Kinetic and Mechanism of the Pyridine 1-oxide-Catalyzed Substition Reaction of Dichlorobenzoyl Chloride and Corresponding Benzoate Ion in a Two-Phase Medium
title_sort inverse phase transfer catalysis. kinetic and mechanism of the pyridine 1-oxide-catalyzed substition reaction of dichlorobenzoyl chloride and corresponding benzoate ion in a two-phase medium
publishDate 1996
url http://ndltd.ncl.edu.tw/handle/68896197120357976991
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