2-Undecylchromen-4-one | 158634-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-Undecylchromen-4-one
• 英文别名: 2-undecyl-4H-chromen-4-one
• CAS: 158634-32-3
• 化学式: C₂₀H₂₈O₂
• 分子量: 300.441
• InChiKey: KMORRERMAUXNJC-UHFFFAOYSA-N

物化性质

• 沸点：
  404.2±38.0 °C(predicted)
• 密度：
  0.997±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Undecylchromen-4-one 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 氯化亚砜 、 氢气 、 溴 、 三乙胺 作用下， 以 乙醚 、 乙醇 、 乙腈 为溶剂， 25.0 ℃ 、200.0 kPa 条件下， 反应 61.75h， 生成 2-Undecyl-2,3-dihydrobenzopyran-6-carboxylic acid decyl ester
  参考文献：
  名称：

  Synthesis and Properties of a New Family of Chiral Mesogens Containing the 2,3-Dihydrobenzopyran Nucleus

  摘要：

  A new class of mesogens A with a central chiral core based on the 2,3-dihydrobenzopyran nucleus was synthesized both in the racemic and optically pure form, and the thermotropic properties were studied. The distortion from structural linearity due to the presence of the 2,3-dihydropyran ring does not inhibit the existence of mesophases, and Ch, S-A, and S-C phases were observed according to the substituents present. The conformational constrictions imposed by cyclization proved not to be very important in determining the compactness of the cholesteric helix.

  DOI：

  10.1021/jo00099a022
• 作为产物：
  描述：

  月桂酸 在 4-二甲氨基吡啶 、 iron(III) trifluoromethanesulfonate 、 双氧水 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 9.5h， 生成 2-Undecylchromen-4-one
  参考文献：
  名称：

  铁催化的香豆素和色酮与烷基二酰基过氧化物的区域选择性脱羧烷基化

  摘要：

  已经开发了一种简便的铁催化的烷基二酰基过氧化物与香豆素或色酮的脱羧自由基偶联，为合成各种 α-烷基化香豆素和 β-烷基化色酮提供了一种高效的方法。该反应在不添加任何配体或添加剂的情况下顺利进行，并以中等至优异的产率提供了含有广泛官能团的相应产物。该协议的突出特点是其高区域选择性、易于获得的起始材料和操作简单。

  DOI：

  10.1055/s-0037-1611864

文献信息

• Iron-Catalyzed Regioselective Decarboxylative Alkylation of Coumarins and Chromones with Alkyl Diacyl Peroxides
  作者：Can Jin、Xun Zhang、Bin Sun、Zhiyang Yan、Tengwei Xu

  DOI：10.1055/s-0037-1611864

  日期：2019.8

  A facile iron-catalyzed decarboxylative radical coupling of alkyl diacyl peroxides with coumarins or chromones has been developed, affording a highly efficient approach to synthesize a variety of α-alkylated coumarins and β-alkylated chromones. The reaction proceeded smoothly without adding any ligand or additive and provided the corresponding products containing a wide scope of functional groups in

  已经开发了一种简便的铁催化的烷基二酰基过氧化物与香豆素或色酮的脱羧自由基偶联，为合成各种 α-烷基化香豆素和 β-烷基化色酮提供了一种高效的方法。该反应在不添加任何配体或添加剂的情况下顺利进行，并以中等至优异的产率提供了含有广泛官能团的相应产物。该协议的突出特点是其高区域选择性、易于获得的起始材料和操作简单。
• Synthesis and Properties of a New Family of Chiral Mesogens Containing the 2,3-Dihydrobenzopyran Nucleus
  作者：Bianca F. Bonini、Paolo Carboni、Giovanni Gottarelli、Stefano Masiero、Gian Piero Spada

  DOI：10.1021/jo00099a022

  日期：1994.10

  A new class of mesogens A with a central chiral core based on the 2,3-dihydrobenzopyran nucleus was synthesized both in the racemic and optically pure form, and the thermotropic properties were studied. The distortion from structural linearity due to the presence of the 2,3-dihydropyran ring does not inhibit the existence of mesophases, and Ch, S-A, and S-C phases were observed according to the substituents present. The conformational constrictions imposed by cyclization proved not to be very important in determining the compactness of the cholesteric helix.