triisopropyl[(4-methoxyphenyl)hexa-1,3,5-triyn-1-yl]silane | 920282-91-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: triisopropyl[(4-methoxyphenyl)hexa-1,3,5-triyn-1-yl]silane
• 英文别名: [6-(4-Methoxyphenyl)hexa-1,3,5-triyn-1-yl]tri(propan-2-yl)silane；6-(4-methoxyphenyl)hexa-1,3,5-triynyl-tri(propan-2-yl)silane
• CAS: 920282-91-3
• 化学式: C₂₂H₂₈OSi
• 分子量: 336.549
• InChiKey: NKJPOPQZTXJKTL-UHFFFAOYSA-N

物化性质

• 沸点：
  410.4±47.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  triisopropyl[(4-methoxyphenyl)hexa-1,3,5-triyn-1-yl]silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 p-Methoxy-phenyl-hexatriin
  参考文献：
  名称：

  Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide

  摘要：

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.

  DOI：

  10.1021/ol062522a
• 作为产物：
  描述：

  1-(4-methoxyphenyl)-1,3-butadiyne 、 5-(triisopropylalkynyl)dibenzo[b,d]thiophenium triflate 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.25h， 以79%的产率得到triisopropyl[(4-methoxyphenyl)hexa-1,3,5-triyn-1-yl]silane
  参考文献：
  名称：

  5-(炔基)二苯并噻吩鎓盐的反应性：二炔、乙烯基砜和菲的合成

  摘要：

  进一步评估了 5-(炔基)苯并噻吩鎓盐的合成潜力。除了作为亲电炔基化试剂的反应性外，它们还对 C−C 三键进行区域选择性加成。所得产物可用于Z-乙烯基砜和9,10-取代菲的合成。

  DOI：

  10.1002/ejoc.202100323

文献信息

• Reactions of Terminal Polyynes with Benzyl Azide
  作者：Thanh Luu、Boris J. Medos、Erin R. Graham、Danielle M. Vallee、Robert McDonald、Michael J. Ferguson、Rik R. Tykwinski

  DOI：10.1021/jo101870y

  日期：2010.12.17

  Terminal di-, tri-, tetra-, and pentaynes substituted with a variety of functional groups react with benzyl azide in the presence of CuSO4 center dot 5H(2)O and ascorbic acid to give derivatives of 4-ethynyl-, 4-butadiynyl-, 4-hexatriynyl-, and 4-octatetraynyl-,2,3-triazoles in moderate to good yields. These reactions appear to proceed regioselectively, and functionalization occurs exclusively at the terminal alkyne moiety. As well, no evidence of multiple azide additions to the polyyne framework is observed. X-ray crystallographic analysis of nine derivatives is used to document the regioselectivity of the reaction as well as outline structural characteristics of the 1,2,3-triazole products.