• Title/Summary/Keyword: Tribromide

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Kinetic Study on Bromine-Exchange Reaction of Antimony Tribromide with $\alpha$-Phenylethyl Bromide in Nitrobenzene

  • Choi, Sang-Up;Pae, Young-Il;Rhyu, Sok-Hwan
    • Bulletin of the Korean Chemical Society
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    • v.6 no.3
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    • pp.124-127
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    • 1985
  • The kinetic study on the bromine-exchange reaction of antimony tribromide with ${\alpha}$-phenylethyl bromide in nitrobenzene has been carried out, using Br-82 labelled antimony tribromide. The results show that the exchange reaction is first order with respect to ${\alpha}$-phenylethyl bromide, and either second or first order with respect to antimony tribromide depending on its concentration. It is also concluded that ${\alpha}$-phenylethyl bromide exchanges bromine atom with antimony tribromide much faster than other organic bromides previously examined. Reaction mechanisms for the exchange reaction are discussed.

Kinetic Study on Bromine-Exchange Reaction of Antimony Tribromide with t-Butyl Bromide in Nitrobenzene and in 1, 2, 4-Trichlorobenzene$^*$

  • Choi, Sang-Up;Pae, Young-Il
    • Bulletin of the Korean Chemical Society
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    • v.3 no.4
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    • pp.144-148
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    • 1982
  • The kinetic study on the bromine-exchange reaction of antimony tribromide with t-butyl bromide in nitrobenzene or 1,2,4-trichlorobenzene has been carried out, using Br-82 labelled antimony tribromide. The results show that the exchange reaction is first order with respect to t-butyl bromide and 1.5th order with respect to antimony tribromide. It is assumed that the 1.5th order indicates the coexistance of first- and second-order kinetics. Reaction mechanisms for the exchange reaction are proposed.

Bromine-Exchange Reaction of Antimony Tribromide with Benzyl Bromide in Nitrobenzene and in 1,2,4-Trichlorobenzene$^*$

  • Choi Sang Up;Pae Young Il;Rhyu Sok Hwan
    • Bulletin of the Korean Chemical Society
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    • v.3 no.2
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    • pp.55-60
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    • 1982
  • The rate of the bromine-exchange reaction of antimony tribromide with benzyl bromide in nitrobenzene or 1,2,4-trichlorobenzene has been measured, using Br-82 labelled antimony tribromide. The result of the study indicates that the exchange reaction is first order with respect to benzyl bromide, and either second or first order with respect to antimony tribromide depending on its concentrations. The second-order kinetics with respect to antimony tribromide have been observed at relatively high $[SbBr_3]$ concentrations, and the first-order kinetics at lower $[SbBr_3]$ concentrations. Reaction mechanisms are proposed for the exchange reaction.

Kinetic Studies on Bromine-Exchange Reactions of Antimony Tribromide with $\alpha$-Phenyl-n-butyl and $\alpha$-Phenyl-i-butyl Bromides in Nitrobenzene$^\dag$

  • Rhyu, Sok-Hwan;Choi, Sang-Up
    • Bulletin of the Korean Chemical Society
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    • v.8 no.5
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    • pp.408-414
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    • 1987
  • The rate of bromine-exchange reaction between antimony tribromide and ${\alpha}-phenyl-n-butyl$ bromide in nitrobenzene has been determined, using antimony tribromide labelled with Br-82. The results indicate that the exchange reaction follows the first-order kinetics with respect to the organic bromide, and either the second- or first-order kinetics with respect to antimony tribromide depending on its concentration. The third-order rate constant obtained was 7.50 ${\times}10^{-2}l^2mol^{-2}s^{-1}$ at 28$^{\circ}$C. Similar study on the bromine-exchange reaction between antimony tribromide and ${\alpha}$-phenyl-i-butyl bromide has also been carried out. The results of the study show the same kinetic orders as the ones observed with $\alpha$-phenyl-n-butyl bromide. The third-order rate constant observed was 2.40 ${\times} 10^{-2} l^2mol^{-2}s^{-1}$ at 28$^{\circ}$C. The activation energy, the enthalpy of activation and the entropy of activation for the two exchange reactions mentioned above have been determined. The reaction mechanisms for the exchange reactions are discussed.

An Environmentally Benign Synthesis of 1-Benzyl-4-aza-1-azonia-bicyclo[2.2.2]octane Tribromide and Its Application as an Efficient and Selective Reagent for Oxidation of Sulfides to Sulfoxides in Solution and Solvent-free Conditions

  • Pourmousavi, S.A.;Salehi, P.
    • Bulletin of the Korean Chemical Society
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    • v.29 no.7
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    • pp.1332-1334
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    • 2008
  • Stable crystalline 1-Benzyl-4-aza-1-azonia-bicyclo[2.2.2]octane tribromide (BABOT), can be readily synthesized from the reaction of the corresponding bromide with $HNO_3$ and aqueous KBr. Selective Oxidation of a variety of dialkyl and alkyl Aryl sulfides to the corresponding sulfoxides in high yield was achieved by this reagent in solution ($CH_3CN/H_2O$) and solvent free conditions. The reaction proceeds under neutral and mild conditions and can be carried out easily at room temperature with regeneration of BABOT. In this method purification of products is straightforward and no over oxidation to sulfone was noted.

A Versatile Synthesis of O-Desmethylangolensin Analogues from Methoxy-Substituted Benzoic Acids

  • Hong, Hyo Jeong;Lee, Jae In
    • Journal of the Korean Chemical Society
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    • v.58 no.6
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    • pp.569-574
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    • 2014
  • The synthesis of O-desmethylangolensin (O-DMA) analogues from methoxy-substituted benzoic acids was described. Treatment of methoxy-substituted benzoic acids with 2 equiv of ethyllithium afforded methoxypropiophenones, which were subsequently transformed to ethyl 2-(methoxyphenyl)propionates via 1,2-rearrangement of the methoxyphenyl group using $Pb(OAc)_4/HClO_4$ in triethyl orthoformate. After hydrolysis with KOH, the 2-(methoxyphenyl)propionic acids were reacted with di-2-pyridyl carbonate to afford 2-pyridyl 2-(methoxyphenyl)propionates, which were acylated with methoxy-substituted phenylmagnesium bromides to give methoxy-${\alpha}$-methyldesoxybenzoins. The methoxy groups of these compounds were selectively or fully demethylated using boron tribromide to give diverse O-DMA analogues in high yields.