1-(1-iodoethenyl)-4-pentylbenzene | 1223360-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(1-iodoethenyl)-4-pentylbenzene
• 英文别名: 1-(1-iodovinyl)-4-pentylbenzene
• CAS: 1223360-45-9
• 化学式: C₁₃H₁₇I
• 分子量: 300.182
• InChiKey: KBOOEULZVKNVQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-戊基苯乙炔 在 碘 、 Diphenylphosphine oxide 作用下， 以 氘代氯仿 为溶剂， 反应 16.0h， 以77%的产率得到1-(1-iodoethenyl)-4-pentylbenzene
  参考文献：
  名称：

  Highly Selective Hydroiodation of Alkynes Using an Iodine−Hydrophosphine Binary System

  摘要：

  A novel hydroiodation of alkynes (1) using an iodine/hydrophosphine binary system takes place regioselectively to provide the corresponding Markovnikov-type adducts (2) in good yield. This hydroiodation is advantageous in terms of mild conditions, convenient operation, and tolerance to various functional groups.

  DOI：

  10.1021/ol1005246

文献信息

• Highly regioselective hydroiodination of terminal alkynes and silylalkynes with iodine and phosphorus reagents leading to internal iodoalkenes
  作者：Shin-ichi Kawaguchi、Haruna Masuno、Motohiro Sonoda、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1016/j.tet.2012.08.096

  日期：2012.11

  Markovnikov-type hydroiodination of terminal alkynes with iodine and Ph2P(O)H took place selectively to afford the corresponding internal iodoalkenes in good yields. Combination of (PhO)(2)P(O)H and Ph2P(O)OH instead of Ph2P(O)H also provided internal iodoalkenes in excellent yields. This hydroiodination is advantageous in terms of mild conditions, convenient operation, and tolerance to various functional groups. In addition, direct synthesis of internal iodoalkenes from silylalkynes was also achieved by using a mixed system of iodine and phosphorus reagents. (c) 2012 Elsevier Ltd. All rights reserved.
• One-step synthesis of (1-iodovinyl) arenes from trimethylsilyl ethynylarene through iodotrimethylsilane-mediated hydroiodation
  作者：Akihiro H. Sato、Shigenori Mihara、Tetsuo Iwasawa

  DOI：10.1016/j.tetlet.2012.05.004

  日期：2012.7

  One-step access to (1-iodovinyl) arenes from trimethylsilyl ethynylarenes is described. The method is superior to a conventional multi-step approach, and is enhanced by the Sonogashira reaction that provides ready access to a variety of trimethylsilyl ethynylarenes. (C) 2012 Elsevier Ltd. All rights reserved.