1,7-二苯基-4-(羟甲基)-1,6-庚二炔 | 1049012-25-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 1,7-二苯基-4-(羟甲基)-1,6-庚二炔
• 英文名称: 1,7-diphenyl-4-(hydroxymethyl)-1,6-heptadiyne
• CAS: 1049012-25-0
• 化学式: C₂₀H₁₈O
• 分子量: 274.362
• InChiKey: NLMABBSMEMJXSU-UHFFFAOYSA-N

物化性质

• 沸点：
  473.0±40.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,7-二苯基-4-(羟甲基)-1,6-庚二炔 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Intramolecular Hydroamination of Aminoalkynes with Silver−Phenanthroline Catalysts

  摘要：

  Intramolecular hydroamination of several aminoalkynes catalyzed by silver-phenanthroline complexes is reported. This catalyst system complements previous protocols by employing air- and moisture-stable complexes without compromising activity or reaction control. Some of the hydroamination products are subject to a useful aerobic oxidation. Silver-phenanthroline complexes have successfully demonstrated efficacy in the desymmetrization of a prochiral diyne.

  DOI：

  10.1021/ol801458g
• 作为产物：
  描述：

  2-(丙-2-炔-1-基)戊-4-炔-1-醇 、 碘苯 在 四(三苯基膦)钯 、 三乙胺 、 copper(l) chloride 作用下， 以95%的产率得到1,7-二苯基-4-(羟甲基)-1,6-庚二炔
  参考文献：
  名称：

  Intramolecular Hydroamination of Aminoalkynes with Silver−Phenanthroline Catalysts

  摘要：

  Intramolecular hydroamination of several aminoalkynes catalyzed by silver-phenanthroline complexes is reported. This catalyst system complements previous protocols by employing air- and moisture-stable complexes without compromising activity or reaction control. Some of the hydroamination products are subject to a useful aerobic oxidation. Silver-phenanthroline complexes have successfully demonstrated efficacy in the desymmetrization of a prochiral diyne.

  DOI：

  10.1021/ol801458g

文献信息

• Mild and Efficient Desymmetrization of Diynes via Hydroamination: Application to the Synthesis of (±)-Monomorine I
  作者：Vijaya Bhaskara Reddy Iska、Vincenzo Verdolino、Olaf Wiest、Paul Helquist

  DOI：10.1021/jo902674j

  日期：2010.2.19

  An efficient silver-catalyzed desymmetrization of amino diynes via hydroamination is reported. A variety of functionalized I-pyrroline derivatives were synthesized in 73% to 88% isolated yields (>98% by H-1 NMR in some cases). The usefulness of this mild hydroamination method was further shown by the desymmetrization of unprotected tert-hydroxy diynes. Structures of two transition states have been studied computationally. An application of this method was demonstrated by a short and efficient synthesis of (+/-)-monomorine I.