trans-1-(methylsulfonyl)-2-bromocyclohexane | 59059-66-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: trans-1-(methylsulfonyl)-2-bromocyclohexane
• 英文别名: trans-1-Bromo-2-methylsulfonylcyclohexane；(1R,2R)-1-bromo-2-methylsulfonylcyclohexane
• CAS: 59059-66-4；130925-44-9
• 化学式: C₇H₁₃BrO₂S
• 分子量: 241.149
• InChiKey: UOXYNCDQUYPYRY-RNFRBKRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  trans-1-Methylthio-2-bromocyclohexane 在 间氯过氧苯甲酸 作用下， 以82%的产率得到trans-1-(methylsulfonyl)-2-bromocyclohexane
  参考文献：
  名称：

  1-Y，2-Z-环己烷的构象分析（Y = OH，OMe，F，Cl，Br和I； Z = SMe，SOMe和SO 2 Me）：Z / Y gauche相互作用的研究

  摘要：

  报道了标题化合物的构象研究。差向异构亚砜的构型分配基于亚磺酰基的立体化学与相邻核的化学位移之间的关系。（Z / Y）gaucha相互作用的值已根据低温13 C-nmr光谱中测得的G 0值在不同溶剂中进行了估算。

  DOI：

  10.1016/s0040-4020(01)87764-4

文献信息

• Addition of methanesulfonyl radical to alkenes and alkenylsilanes
  作者：Antoni S. Gozdz、Przemyslaw Maslak

  DOI：10.1021/jo00006a040

  日期：1991.3

  Relative reactivities of a series of olefins (alkenes, cycloalkenes, and alkenylsilanes) toward the electrophilic methanesulfonyl radical (2.) have been determined in acetonitrile at 0-degrees-C. A kinetic treatment of the competitive photoinitiated addition of methanesulfonyl bromide (1) to olefins was developed and used to measure the relative reactivity and probe the reversibility of addition. The kinetic treatment was based on the irreversible addition of 2. to a reference olefin serving as a standard reaction. 1,1-Dicyclopropylethene (14, a ''radical clock'') was used as such a primary reference, and 1-hexene and 1-octene were employed as secondary references. 14 was 20 +/- 4 times more reactive than 1-hexene, but the relative reactivities of several unactivated alkenes and alkenylsilanes vs 1-hexene were in a range from ca. 0.44 to 6.2. The absolute rate of addition of 2. to n-alkenes was estimated to be ca. one-tenth of the diffusion-limited rate. The study showed that, even within a family of closely related alkenes, steric and electronic effects have significant influence on olefin reactivity toward 2. as well as reversibility of the addition.