1-hydroxy-2-iodo-3-butene | 127201-32-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 1-hydroxy-2-iodo-3-butene
• 英文别名: 2-iodobut-3-en-1-ol；2-Iodo-3-buten-1-ol
• CAS: 127201-32-5
• 化学式: C₄H₇IO
• 分子量: 198.003
• InChiKey: UENGLRKGTGZHOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-hydroxy-2-iodo-3-butene 在 重水 作用下， 反应 0.5h， 生成 C₄H₆⁽²⁾HIO
  参考文献：
  名称：

  OH Radical Initiated Oxidation of 1,3-Butadiene: Isomeric Selective Study of the Dominant Addition Channel

  摘要：

  We report the first isomeric selective kinetic study of the dominant isomeric pathway in the OH initiated oxidation of 1,3-butadiene in the presence of O-2 and NO using the laser photolysis laser induced fluorescence (LP-LIF) technique. The photodissociation of the precursor 2-iodo-but-3-en-1-ol results exclusively in the dominant OH butadiene addition product, permitting important insight into the OH initiated oxidation mechanism. On the basis of analysis of the time dependent OH/OD signals, we have determined a rate constant for O-2 addition to the hydroxyalkyl radical of 7.0(-3.0)(+7.0) x 10(-13) cm(3) s(-1), and we find a value of 1.5(-0.6)(+1.0) x 10(-11) cm(3) s(-1) for the overall reaction rate constant of the hydroxy peroxy radical with NO. We also report the first clear experimental evidence of the (E) form of the delta-hydroxyalkoxy channel through isotopic labeling experiments and provide an upper bound of 13 +/- 5% to its branching ratio. This species provides a mechanistic pathway for the formation of 4-hydroxy-2-butenal, which has been identified as a first generation end product. This isomeric selective kinetic study, together with a previous study on the minor channel of the 1,3-butadiene oxidation, yields a comprehensive picture of butadiene oxidation under high NOx conditions relevant to most regions in the continental US.

  DOI：

  10.1021/jp1006878
• 作为产物：
  描述：

  环氧丁烯 在 水 、 氢碘酸 作用下， 反应 0.17h， 以98%的产率得到1-hydroxy-2-iodo-3-butene
  参考文献：
  名称：

  OH Radical Initiated Oxidation of 1,3-Butadiene: Isomeric Selective Study of the Dominant Addition Channel

  摘要：

  We report the first isomeric selective kinetic study of the dominant isomeric pathway in the OH initiated oxidation of 1,3-butadiene in the presence of O-2 and NO using the laser photolysis laser induced fluorescence (LP-LIF) technique. The photodissociation of the precursor 2-iodo-but-3-en-1-ol results exclusively in the dominant OH butadiene addition product, permitting important insight into the OH initiated oxidation mechanism. On the basis of analysis of the time dependent OH/OD signals, we have determined a rate constant for O-2 addition to the hydroxyalkyl radical of 7.0(-3.0)(+7.0) x 10(-13) cm(3) s(-1), and we find a value of 1.5(-0.6)(+1.0) x 10(-11) cm(3) s(-1) for the overall reaction rate constant of the hydroxy peroxy radical with NO. We also report the first clear experimental evidence of the (E) form of the delta-hydroxyalkoxy channel through isotopic labeling experiments and provide an upper bound of 13 +/- 5% to its branching ratio. This species provides a mechanistic pathway for the formation of 4-hydroxy-2-butenal, which has been identified as a first generation end product. This isomeric selective kinetic study, together with a previous study on the minor channel of the 1,3-butadiene oxidation, yields a comprehensive picture of butadiene oxidation under high NOx conditions relevant to most regions in the continental US.

  DOI：

  10.1021/jp1006878