1-[(3-cyanopropyl)dimethylsilyl]hepta-1,6-diyne | 863596-16-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-[(3-cyanopropyl)dimethylsilyl]hepta-1,6-diyne
• 英文别名: (3-cyanopropyl)dimethylsilylhepta-1,6-diyne；4-[Hepta-1,6-diynyl(dimethyl)silyl]butanenitrile
• CAS: 863596-16-1
• 化学式: C₁₃H₁₉NSi
• 分子量: 217.386
• InChiKey: WKHPHJXTXSUQBX-UHFFFAOYSA-N

物化性质

• 沸点：
  298.8±25.0 °C(Predicted)
• 密度：
  0.908±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[(3-cyanopropyl)dimethylsilyl]hepta-1,6-diyne 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2,5,21,24-Tetrakis(methoxymethoxy)heptacyclo[34.2.2.22,5.26,9.217,20.221,24.225,28]pentaconta-1(38),6(48),7,9(47),17(46),18,20(45),25,27,36,39,41-dodecaen-10,15,29,34-tetrayne
  参考文献：
  名称：

  Synthesis of Substituted [8]Cycloparaphenylenes by [2 + 2 + 2] Cycloaddition

  摘要：

  A new modular approach to the smallest substituted cycloparaphenylenes (CPPs) is presented. This versatile method permits access to substituted CPPs, choosing the substituent at a late stage of the synthesis. Variously substituted [8]CPPs have been synthesized, and their properties analyzed. The structural characteristics of substituted CPPs are close to those of unsubstituted CPPs. However, their optoelectronic behavior differs remarkably due to the larger torsion angle between the phenyl units.

  DOI：

  10.1021/ol500194s
• 作为产物：
  描述：

  1,6-庚二炔 、 (3-氰基丙基)二甲基氯硅烷 在 乙基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 25.5h， 以60%的产率得到1-[(3-cyanopropyl)dimethylsilyl]hepta-1,6-diyne
  参考文献：
  名称：

  Synthesis of Substituted [8]Cycloparaphenylenes by [2 + 2 + 2] Cycloaddition

  摘要：

  A new modular approach to the smallest substituted cycloparaphenylenes (CPPs) is presented. This versatile method permits access to substituted CPPs, choosing the substituent at a late stage of the synthesis. Variously substituted [8]CPPs have been synthesized, and their properties analyzed. The structural characteristics of substituted CPPs are close to those of unsubstituted CPPs. However, their optoelectronic behavior differs remarkably due to the larger torsion angle between the phenyl units.

  DOI：

  10.1021/ol500194s

文献信息

• First Stereoselective Syntheses of (−)-Siphonodiol and (−)-Tetrahydrosiphonodiol, Bioactive Polyacetylenes from Marine Sponges
  作者：Susana López、Francisco Fernández-Trillo、Pilar Midón、Luis Castedo、Carlos Saá

  DOI：10.1021/jo050807f

  日期：2005.8.1

  The first stereoselective total syntheses of the bioactive marine polyacetylenes (−)-siphonodiol and (−)-tetrahydrosiphonodiol were achieved using highly convergent approaches based on optimized Cadiot−Chodkiewicz and sequential Sonogashira cross-coupling reactions.

  使用基于优化的Cadiot-Chodkiewicz和顺序的Sonogashira交叉偶联反应的高度收敛方法，实现了生物活性海洋聚乙炔（-）-虹吸二醇和（-）-四氢虹吸二醇的首个立体选择性全合成。