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Radical Addition Reaction of Benzeneselenol to Styrene. Kinetics of the Model of Polyaddition.
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- KOBAYASHI Eiichi
- Department of Industrial Chemistry, Faculty of Science and Technology, Science University of Tokyo
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- TAKEHARA Kazuhiro
- Department of Industrial Chemistry, Faculty of Science and Technology, Science University of Tokyo
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- AOSHIMA Sadahito
- Department of Industrial Chemistry, Faculty of Science and Technology, Science University of Tokyo
Bibliographic Information
- Other Title
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- ベンゼンセレノールとスチレンとのラジカル付加反応 重付加反応のモデルの動力学的研究
- Kinetics of the Model of Polyaddition
- 重付加反応のモデルの動力学的研究
Description
The addition reaction mechanism of benzeneselenol (BSe) to styfene (St) was studied as a model of the polyaddition of 1, 4-benzenediselenol (BDSe) to 1, 4-divinylbenzene (DVB). The addition reaction of BSe to St was carried out with AIBN initiator in benzene at 70°C under N2. The main product of anti-Markownikoff's structure (φSeCH2CH2φ) was obtained in about 60% yield in 10 h reaction, but hardly increased after that. Then, side reactions were investigated in detail to account for such behavior, which was quite different from that of benzenethiol to St. This model addition reaction behavior was Similar to that of polyaddition of BDSe to DVB. The kinetic study shows that the addition rate depends on the first order of [St], 0.5 order of [AIBN], and is independent of [BSe], and the rate-determining step is the addition reaction of benzeneseleno radical to St. On the basis of the results of modified Hammett plot considering a resonance effect, it is estimated that a perturbation between SOMO of benzeneseleno radical and HOMO of St is an important controlling factor for this reaction.
Journal
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- KOBUNSHI RONBUNSHU
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KOBUNSHI RONBUNSHU 51 (5), 337-343, 1994
The Society of Polymer Science, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001206522166656
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- NII Article ID
- 130003837418
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- ISSN
- 18815685
- 03862186
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- Text Lang
- ja
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- Data Source
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- JaLC
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed
