1-(methylsulfonyl)-2-bromooctane | 132376-01-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 1-(methylsulfonyl)-2-bromooctane
• 英文别名: 2-Bromo-1-methylsulfonyloctane
• CAS: 132376-01-3
• 化学式: C₉H₁₉BrO₂S
• 分子量: 271.219
• InChiKey: CIXRIBJXEHGURZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  辛烯 、 甲磺酰溴 以 氘代氯仿 为溶剂， 生成 1-(methylsulfonyl)-2-bromooctane
  参考文献：
  名称：

  Addition of methanesulfonyl radical to alkenes and alkenylsilanes

  摘要：

  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.

  DOI：

  10.1021/jo00006a040

文献信息

• Process for the production of bromo substituted tetrahydrofuran sulfones
  申请人：BASF Aktiengesellschaft

  公开号：US04022804A1

  公开（公告）日：1977-05-10

  A process for the manufacture of .beta.-bromoalkylsulfones and .beta.-bromoalkenylsulfones by addition reaction of sulfonic acid bromides with olefins or acetylenes in the presence of hydroperoxide and, optionally, of metal salts. Starting materials for further syntheses and for biologically active compounds may be obtained by subsequent dehydrobromination of the addition products.

  一种制备β-溴烷基磺酮和β-溴烯基磺酮的方法，通过在氢过氧化物存在下，将磺酸溴化物与烯烃或乙炔进行加成反应，并可选地加入金属盐。通过随后的脱溴反应，可以获得用于进一步合成和生物活性化合物的起始原料。
• US4022804A
  申请人：——

  公开号：US4022804A

  公开（公告）日：1977-05-10