2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate 유도체의 가수분해 반응 메카니즘에 관한 반응속도론적 연구
The rate constants for the hydrolysis of 2-phenyl-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP) derivatives were detemined by the use of ultraviolet visible spectrophotometer in water. The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydr...
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| Veröffentlicht in: | Journal of the Korean Chemical Society 2000, Vol.44 (2), p.120-126 |
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| creator | 김태린(Kim, Tae-Rin) 이소영(Lee, So-Young) 한만소(Han, Man-So) 변상용(Pyun, Sang-Yong) 이석희(Lee, Seok-Hee) |
| description | The rate constants for the hydrolysis of 2-phenyl-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP) derivatives were detemined by the use of ultraviolet visible spectrophotometer in water. The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydrolysis product analysis, general base catalysis, and substituent effect, a plausible mechanism of the hydrolysis is proposed: Below pH 4.0, the reaction is initiated by addition of water, while above pH 9.0, Michael type nucleophilic addition takes place. In the pH range of $4.5{\sim}8.0$, these two reactions appear to occur competitively. 2-PhenyI-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP)유도체들의 가수분해속도상수를 수용액에서 자외선 분광법으로 측정하여 넓은 pH 범위에서 적용될 수 있는 속도식을 구하였다. pH에 따른 속도상수의 변화, 가수분해 생성물의 확인, 일반염기 및 치환기 효과 등을 바탕으로 반응 메카니즘을 제안하였다. 즉 pH 4.0 이하에서는 물분자의 첨가가 일어나 가수분해가 진행되며, pH 9.0 이상에서는 전형적인 Michael type의 반응이 일어나며, pH $4.5{\sim}8.0$ 사이에서는 이들 두 반응이 경쟁적으로 일어남을 알았다. |
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The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydrolysis product analysis, general base catalysis, and substituent effect, a plausible mechanism of the hydrolysis is proposed: Below pH 4.0, the reaction is initiated by addition of water, while above pH 9.0, Michael type nucleophilic addition takes place. In the pH range of $4.5{\sim}8.0$, these two reactions appear to occur competitively. 2-PhenyI-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP)유도체들의 가수분해속도상수를 수용액에서 자외선 분광법으로 측정하여 넓은 pH 범위에서 적용될 수 있는 속도식을 구하였다. pH에 따른 속도상수의 변화, 가수분해 생성물의 확인, 일반염기 및 치환기 효과 등을 바탕으로 반응 메카니즘을 제안하였다. 즉 pH 4.0 이하에서는 물분자의 첨가가 일어나 가수분해가 진행되며, pH 9.0 이상에서는 전형적인 Michael type의 반응이 일어나며, pH $4.5{\sim}8.0$ 사이에서는 이들 두 반응이 경쟁적으로 일어남을 알았다.</description><identifier>ISSN: 1017-2548</identifier><identifier>EISSN: 2234-8530</identifier><language>kor</language><publisher>대한화학회</publisher><ispartof>Journal of the Korean Chemical Society, 2000, Vol.44 (2), p.120-126</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,776,780,881,4009</link.rule.ids></links><search><creatorcontrib>김태린(Kim, Tae-Rin)</creatorcontrib><creatorcontrib>이소영(Lee, So-Young)</creatorcontrib><creatorcontrib>한만소(Han, Man-So)</creatorcontrib><creatorcontrib>변상용(Pyun, Sang-Yong)</creatorcontrib><creatorcontrib>이석희(Lee, Seok-Hee)</creatorcontrib><title>2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate 유도체의 가수분해 반응 메카니즘에 관한 반응속도론적 연구</title><title>Journal of the Korean Chemical Society</title><addtitle>Journal of the Korean Chemical Society</addtitle><description>The rate constants for the hydrolysis of 2-phenyl-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP) derivatives were detemined by the use of ultraviolet visible spectrophotometer in water. The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydrolysis product analysis, general base catalysis, and substituent effect, a plausible mechanism of the hydrolysis is proposed: Below pH 4.0, the reaction is initiated by addition of water, while above pH 9.0, Michael type nucleophilic addition takes place. In the pH range of $4.5{\sim}8.0$, these two reactions appear to occur competitively. 2-PhenyI-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP)유도체들의 가수분해속도상수를 수용액에서 자외선 분광법으로 측정하여 넓은 pH 범위에서 적용될 수 있는 속도식을 구하였다. pH에 따른 속도상수의 변화, 가수분해 생성물의 확인, 일반염기 및 치환기 효과 등을 바탕으로 반응 메카니즘을 제안하였다. 즉 pH 4.0 이하에서는 물분자의 첨가가 일어나 가수분해가 진행되며, pH 9.0 이상에서는 전형적인 Michael type의 반응이 일어나며, pH $4.5{\sim}8.0$ 사이에서는 이들 두 반응이 경쟁적으로 일어남을 알았다.</description><issn>1017-2548</issn><issn>2234-8530</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>JDI</sourceid><recordid>eNpFTE9LwlAAH1GQmN9hl249eH9721HMspL04H08tzcczhnbPNjJQEKIqCBxBwW7BEEHiRX0ldzzOzRI6PT7_9vRChgTCgxG4K5WQBBxgBk19rVSFHltyAjhHJqkoI0xaHZkMPQBrR2xGiCgJ-NOLgmIO5646fte4A16elOGdsfvhyKWupovs8ex-kzVItHXq5GaJNn3eDNN9WyVqMWznr2_qJ80u5-ot0TNnvR1OtpM59tU3T3k6-x1qZa3upqt1l8fB9qeK_xIlrZY1Fqn1ValBuqNs_NKuQ66BkbAoczElCMoEbMp5QwLm3PJhCCSu7ZpIpe7jsvbkjlYYMIQl9IQso0I4mZuFLXDv9uuF8WeFTiRb12ULxsYQogIPaYMmZTB_14wCL2edDxhXedEhEPrqnFSRYhRbBqI_AITkIH8</recordid><startdate>2000</startdate><enddate>2000</enddate><creator>김태린(Kim, Tae-Rin)</creator><creator>이소영(Lee, So-Young)</creator><creator>한만소(Han, Man-So)</creator><creator>변상용(Pyun, Sang-Yong)</creator><creator>이석희(Lee, Seok-Hee)</creator><general>대한화학회</general><scope>DBRKI</scope><scope>TDB</scope><scope>JDI</scope></search><sort><creationdate>2000</creationdate><title>2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate 유도체의 가수분해 반응 메카니즘에 관한 반응속도론적 연구</title><author>김태린(Kim, Tae-Rin) ; 이소영(Lee, So-Young) ; 한만소(Han, Man-So) ; 변상용(Pyun, Sang-Yong) ; 이석희(Lee, Seok-Hee)</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-k821-d45924710e15c44752ac77e5aa3e7fc991f7fdf7be5d2a23517ee8aeb13179a23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>kor</language><creationdate>2000</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>김태린(Kim, Tae-Rin)</creatorcontrib><creatorcontrib>이소영(Lee, So-Young)</creatorcontrib><creatorcontrib>한만소(Han, Man-So)</creatorcontrib><creatorcontrib>변상용(Pyun, Sang-Yong)</creatorcontrib><creatorcontrib>이석희(Lee, Seok-Hee)</creatorcontrib><collection>DBPIA - 디비피아</collection><collection>DBPIA</collection><collection>KoreaScience</collection><jtitle>Journal of the Korean Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>김태린(Kim, Tae-Rin)</au><au>이소영(Lee, So-Young)</au><au>한만소(Han, Man-So)</au><au>변상용(Pyun, Sang-Yong)</au><au>이석희(Lee, Seok-Hee)</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate 유도체의 가수분해 반응 메카니즘에 관한 반응속도론적 연구</atitle><jtitle>Journal of the Korean Chemical Society</jtitle><addtitle>Journal of the Korean Chemical Society</addtitle><date>2000</date><risdate>2000</risdate><volume>44</volume><issue>2</issue><spage>120</spage><epage>126</epage><pages>120-126</pages><issn>1017-2548</issn><eissn>2234-8530</eissn><abstract>The rate constants for the hydrolysis of 2-phenyl-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP) derivatives were detemined by the use of ultraviolet visible spectrophotometer in water. The rate equations which could be applied over a wide pH ranges were obtained. On the basis of rate equation, hydrolysis product analysis, general base catalysis, and substituent effect, a plausible mechanism of the hydrolysis is proposed: Below pH 4.0, the reaction is initiated by addition of water, while above pH 9.0, Michael type nucleophilic addition takes place. In the pH range of $4.5{\sim}8.0$, these two reactions appear to occur competitively. 2-PhenyI-4H,5H-3-methyl-3-thiazolinium perchlorate(PTP)유도체들의 가수분해속도상수를 수용액에서 자외선 분광법으로 측정하여 넓은 pH 범위에서 적용될 수 있는 속도식을 구하였다. pH에 따른 속도상수의 변화, 가수분해 생성물의 확인, 일반염기 및 치환기 효과 등을 바탕으로 반응 메카니즘을 제안하였다. 즉 pH 4.0 이하에서는 물분자의 첨가가 일어나 가수분해가 진행되며, pH 9.0 이상에서는 전형적인 Michael type의 반응이 일어나며, pH $4.5{\sim}8.0$ 사이에서는 이들 두 반응이 경쟁적으로 일어남을 알았다.</abstract><pub>대한화학회</pub><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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| title | 2-Phenyl-4H,5H-3-methyl-3-thiazolinium Perchlorate 유도체의 가수분해 반응 메카니즘에 관한 반응속도론적 연구 |
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