• Title/Summary/Keyword: PhB$(OH)_{2}$/AcOH

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Concise Synthesis of Biologically Interesting Mollugin and Its Analogues

  • Lee, Yong-Rok;Wang, Xue;Kim, Yun-Mi;Shim, Jae-Jin;Kim, Byung-Nam;Han, Do-Hung
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1735-1738
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    • 2007
  • The synthesis of naturally occurring mollugin and its analogues, 3,4-dihydromollugin, cis-3,4-dihydroxy-3,4- dihydromollugin, and trans-3,4-dihydroxy-3,4-dihydromollugin was achieved starting from 1,4-dihydroxynaphthalene- 2-carboxylic acid. The key reaction is an electrocyclization for pyranyl ring formation in the presence of PhB(OH)2/AcOH.

Kinetics and hydrolysis mechanism of insecticide O,O-diethyl-O-(1-phenyl-3-trifluoromethylpyrazol-5-yl)phosphorothioate (Flupyrazofos) (살충제 O,O-diethyl-O-(1-phenyl-3-trifluoromethylpyrazol-5-yl)-phosphorothioate(Flupyrazofos)의 가수분해 반응 메커니즘)

  • Sung, Nack-Do
    • The Korean Journal of Pesticide Science
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    • v.6 no.3
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    • pp.218-223
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    • 2002
  • The rate of hydrolysis of insecticide, O,O-diethyl-O-(1-phenyl-3-trifluoromethylpyrazol-5-yl)phosphorothioate (Flupyrazofos) have been investigated in 25% (v/v) aqueous dioxane (${\mu}=0.1M$) at $45^{\circ}C$. The hydrolysis mechanism of flupyrazofos proceeds through the specific acid ($A_{AC}2$) catalysis below pH 4.0, specific base ($B_{AC}2$) catalysis above pH 11.0 and general acid & base ($B_{AC}2$) catalysis between pH 5.0 and pH 10.0 via trigonal-bipyramidal ($d^2sp^3$) intermediate as evidence by solvent effect ($|m|{\ll}|{\ell}|$), rate equation ($kt=ko+k_H+ [H_3O^+]+k_{OH}[OH^-]$) and product analysis. The half-life ($T\frac{1}{2}$) of hydrolytic degradation in neutral media at $45^{\circ}C$ was ca. 3 months.