1-癸-1-炔基-2-氟苯 | 295323-18-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-癸-1-炔基-2-氟苯
• 英文名称: 1-dec-1-ynyl-2-fluorobenzene
• 英文别名: 1-(2-fluorophenyl)-1-decyne；Benzene, 1-(1-decynyl)-2-fluoro-
• CAS: 295323-18-1
• 化学式: C₁₆H₂₁F
• 分子量: 232.341
• InChiKey: DKWXRMMEUZDXGW-UHFFFAOYSA-N

物化性质

• 沸点：
  314.6±25.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-癸炔 、 2-氟碘苯 在 钯 potassium fluoride 、 copper(l) iodide 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 8.0h， 以92%的产率得到1-癸-1-炔基-2-氟苯
  参考文献：
  名称：

  Sonogashira 与钯粉、氟化钾在水性介质中的偶联反应

  摘要：

  摘要 研究了在钯粉、氟化钾、碘化亚铜和三苯基膦的存在下，在水性介质中芳族碘化物和溴化物与末端炔烃的Sonogashira偶联反应。该反应以良好至极好的产率生成相应的偶联产物芳基炔。

  DOI：

  10.1081/scc-120025176

文献信息

• Sonogashira Coupling Reaction with Palladium Powder, Potassium Fluoride in Aqueous Media
  作者：Lei Wang、Pinhua Li

  DOI：10.1081/scc-120025176

  日期：2003.11

  Abstract A Sonogashira coupling reaction of aromatic iodides and bromides with terminal alkynes in the presence of palladium powder, potassium fluoride, cuprous iodide, and triphenylphosphine in aqueous media was developed. The reaction generates the corresponding coupling products aryl alkynes in good to excellent yields.

  摘要 研究了在钯粉、氟化钾、碘化亚铜和三苯基膦的存在下，在水性介质中芳族碘化物和溴化物与末端炔烃的Sonogashira偶联反应。该反应以良好至极好的产率生成相应的偶联产物芳基炔。
• Feuerstein, Marie; Berthiol, Florian; Doucet, Henri, Synthesis, 2004, # 8, p. 1281 - 1289
  作者：Feuerstein, Marie、Berthiol, Florian、Doucet, Henri、Santelli, Maurice

  DOI：——

  日期：——
• Sonogashira coupling and cyclization reactions on alumina: a route to aryl alkynes, 2-substituted-benzo[b]furans and 2-substituted-indoles
  作者：George W Kabalka、Lei Wang、Richard M Pagni

  DOI：10.1016/s0040-4020(01)00774-8

  日期：2001.9

  A solventless, microwave-enhanced Sonogashira coupling reaction of aromatic iodides with terminal alkynes on potassium fluoride doped alumina in the presence of palladium powder, cuprous iodide, and triphenylphosphine has been developed. The reaction can be utilized to prepare aryl alkynes in excellent yields. The coupling of o-iodophenol with terminal alkynes leads to the formation 2-substituted-benzo[b]furans. Whereas the coupling of o-iodoanilines with terminal alkynes generates indole products. An in situ desilylation reaction was also developed. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Rapid microwave-enhanced, solventless Sonogashira coupling reaction on alumina
  作者：George W Kabalka、Lei Wang、Vasudevan Namboodiri、Richard M Pagni

  DOI：10.1016/s0040-4039(00)00774-7

  日期：2000.7

  A microwave-enhanced, solventless Sonogashira coupling reaction has been developed. Terminal alkynes couple with aryl or alkenyl iodide on palladium-doped alumina in the presence of triphenylphosphine and cuprous iodide to provide high yields of products. (C) 2000 Published by Elsevier Science Ltd.
• The Sonogashira coupling reaction catalyzed by ultrafine nickel(0) powder
  作者：Lei Wang、Pinhua Li、Yicheng Zhang

  DOI：10.1039/b314246a

  日期：——

  The Sonogashira coupling reaction catalyzed by ultrafine nickel(0) powder has been developed; terminal alkynes couple with aryl, alkenyl iodide and aryl bromide in the presence of cuprous iodide, triphenylphosphine, potassium hydroxide and ultrafine particle nickel(0) to provide the corresponding cross-coupling products with high yields.

  已开发由超细镍(0)粉末催化的Sonogashira偶联反应；末端炔烃在氯化铜、三苯基膦、氢氧化钾和超细镍(0)的存在下与芳基、烯基碘化物和芳基溴化物偶联，提供相应的交叉偶联产物，产率很高。