黃의 親核性 置換反應(제10보). 鹽化페닐메탄술포닐의 加溶媒分解反應
The kinetics of phenylmethanesulfonyl chloride in methanol-water, ethanol-water, acetone-water and acetonitrile-water has been investigated. The rate was faster in protic solvents than in aprotic solvents while susceptibility of rate to the ionizing power, i. e., m of the Winstein plot and solvation...
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| Veröffentlicht in: | Journal of the Korean Chemical Society 1978, Vol.22 (3), p.111-116 |
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| creator | 이익춘 김왕기 Ikchoon Lee Wang Ki Kim |
| description | The kinetics of phenylmethanesulfonyl chloride in methanol-water, ethanol-water, acetone-water and acetonitrile-water has been investigated. The rate was faster in protic solvents than in aprotic solvents while susceptibility of rate to the ionizing power, i. e., m of the Winstein plot and solvation number of the transition state were much smaller in protic solvents. This was considered in the light of initial state stabilization by hydrogen-bonding solvation of the protic solvents. It was concluded that the reaction proceeds by an $S_N2$ mechanism in which bond-formation precedes bond-breaking at the transition state in all solvent systems. 메탄올-물, 에탄올-물, 아세톤-물 및 아세토니트릴-물의 二成分 混合溶媒에서 鹽化페닐메탄술포닐의 加溶媒分解反應을 速度論的으로硏究하였다. 反應速度는 反陽性子溶媒에서 보다 陽性子溶媒에서 더 빨랐으며, 이온化能力에 對한 反應速度의 感度 즉 Winstein 圖示의 m와 轉移狀態의 溶媒和數는 陽性子溶媒에서 훨씬 작았다. 이것은 陽性子溶媒의 水素結合溶媒和에 依한 初期狀態의 安定化로서 생각할 수 있다. 反應은 모든 溶媒系에 있어서 轉移狀態의 結合形成이 結合破壤을 앞지르는$S_N2$ 메카니즘으로 일어난다 할 수 있다. |
| format | Article |
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The rate was faster in protic solvents than in aprotic solvents while susceptibility of rate to the ionizing power, i. e., m of the Winstein plot and solvation number of the transition state were much smaller in protic solvents. This was considered in the light of initial state stabilization by hydrogen-bonding solvation of the protic solvents. It was concluded that the reaction proceeds by an $S_N2$ mechanism in which bond-formation precedes bond-breaking at the transition state in all solvent systems. 메탄올-물, 에탄올-물, 아세톤-물 및 아세토니트릴-물의 二成分 混合溶媒에서 鹽化페닐메탄술포닐의 加溶媒分解反應을 速度論的으로硏究하였다. 反應速度는 反陽性子溶媒에서 보다 陽性子溶媒에서 더 빨랐으며, 이온化能力에 對한 反應速度의 感度 즉 Winstein 圖示의 m와 轉移狀態의 溶媒和數는 陽性子溶媒에서 훨씬 작았다. 이것은 陽性子溶媒의 水素結合溶媒和에 依한 初期狀態의 安定化로서 생각할 수 있다. 反應은 모든 溶媒系에 있어서 轉移狀態의 結合形成이 結合破壤을 앞지르는$S_N2$ 메카니즘으로 일어난다 할 수 있다.</description><identifier>ISSN: 1017-2548</identifier><language>kor</language><ispartof>Journal of the Korean Chemical Society, 1978, Vol.22 (3), p.111-116</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>이익춘</creatorcontrib><creatorcontrib>김왕기</creatorcontrib><creatorcontrib>Ikchoon Lee</creatorcontrib><creatorcontrib>Wang Ki Kim</creatorcontrib><title>黃의 親核性 置換反應(제10보). 鹽化페닐메탄술포닐의 加溶媒分解反應</title><title>Journal of the Korean Chemical Society</title><addtitle>Journal of the Korean Chemical Society</addtitle><description>The kinetics of phenylmethanesulfonyl chloride in methanol-water, ethanol-water, acetone-water and acetonitrile-water has been investigated. The rate was faster in protic solvents than in aprotic solvents while susceptibility of rate to the ionizing power, i. e., m of the Winstein plot and solvation number of the transition state were much smaller in protic solvents. This was considered in the light of initial state stabilization by hydrogen-bonding solvation of the protic solvents. It was concluded that the reaction proceeds by an $S_N2$ mechanism in which bond-formation precedes bond-breaking at the transition state in all solvent systems. 메탄올-물, 에탄올-물, 아세톤-물 및 아세토니트릴-물의 二成分 混合溶媒에서 鹽化페닐메탄술포닐의 加溶媒分解反應을 速度論的으로硏究하였다. 反應速度는 反陽性子溶媒에서 보다 陽性子溶媒에서 더 빨랐으며, 이온化能力에 對한 反應速度의 感度 즉 Winstein 圖示의 m와 轉移狀態의 溶媒和數는 陽性子溶媒에서 훨씬 작았다. 이것은 陽性子溶媒의 水素結合溶媒和에 依한 初期狀態의 安定化로서 생각할 수 있다. 反應은 모든 溶媒系에 있어서 轉移狀態의 結合形成이 結合破壤을 앞지르는$S_N2$ 메카니즘으로 일어난다 할 수 있다.</description><issn>1017-2548</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1978</creationdate><recordtype>article</recordtype><sourceid>JDI</sourceid><recordid>eNpjYeA0NDA01zUyNbHgYOAtLs5MMjA1NjY3N7A05mSIfbm7-c3cGQovlq16tmDHs4blCs_3rnvWP_tpf--z9k6NNwvmGBq83rxFU0_h5c69T3umve2b8bp7wuuVU942t7zpWPC2fw2QCzLgadeCZ7u2PV016WlH24vliyH6eRhY0xJzilN5oTQ3g6qba4izh252ZnFJZnxeSnFOvJejt7-hpbmFobGJmYmpgbGJqZExseoAU7NcLw</recordid><startdate>1978</startdate><enddate>1978</enddate><creator>이익춘</creator><creator>김왕기</creator><creator>Ikchoon Lee</creator><creator>Wang Ki Kim</creator><scope>JDI</scope></search><sort><creationdate>1978</creationdate><title>黃의 親核性 置換反應(제10보). 鹽化페닐메탄술포닐의 加溶媒分解反應</title><author>이익춘 ; 김왕기 ; Ikchoon Lee ; Wang Ki Kim</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-kisti_ndsl_JAKO1978134645034523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>kor</language><creationdate>1978</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>이익춘</creatorcontrib><creatorcontrib>김왕기</creatorcontrib><creatorcontrib>Ikchoon Lee</creatorcontrib><creatorcontrib>Wang Ki Kim</creatorcontrib><collection>KoreaScience</collection><jtitle>Journal of the Korean Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>이익춘</au><au>김왕기</au><au>Ikchoon Lee</au><au>Wang Ki Kim</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>黃의 親核性 置換反應(제10보). 鹽化페닐메탄술포닐의 加溶媒分解反應</atitle><jtitle>Journal of the Korean Chemical Society</jtitle><addtitle>Journal of the Korean Chemical Society</addtitle><date>1978</date><risdate>1978</risdate><volume>22</volume><issue>3</issue><spage>111</spage><epage>116</epage><pages>111-116</pages><issn>1017-2548</issn><abstract>The kinetics of phenylmethanesulfonyl chloride in methanol-water, ethanol-water, acetone-water and acetonitrile-water has been investigated. The rate was faster in protic solvents than in aprotic solvents while susceptibility of rate to the ionizing power, i. e., m of the Winstein plot and solvation number of the transition state were much smaller in protic solvents. This was considered in the light of initial state stabilization by hydrogen-bonding solvation of the protic solvents. It was concluded that the reaction proceeds by an $S_N2$ mechanism in which bond-formation precedes bond-breaking at the transition state in all solvent systems. 메탄올-물, 에탄올-물, 아세톤-물 및 아세토니트릴-물의 二成分 混合溶媒에서 鹽化페닐메탄술포닐의 加溶媒分解反應을 速度論的으로硏究하였다. 反應速度는 反陽性子溶媒에서 보다 陽性子溶媒에서 더 빨랐으며, 이온化能力에 對한 反應速度의 感度 즉 Winstein 圖示의 m와 轉移狀態의 溶媒和數는 陽性子溶媒에서 훨씬 작았다. 이것은 陽性子溶媒의 水素結合溶媒和에 依한 初期狀態의 安定化로서 생각할 수 있다. 反應은 모든 溶媒系에 있어서 轉移狀態의 結合形成이 結合破壤을 앞지르는$S_N2$ 메카니즘으로 일어난다 할 수 있다.</abstract><oa>free_for_read</oa></addata></record> |
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| title | 黃의 親核性 置換反應(제10보). 鹽化페닐메탄술포닐의 加溶媒分解反應 |
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