6-Acetoxy-indanon-(1) | 22246-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-Acetoxy-indanon-(1)
• 英文别名: 1-oxo-2,3-dihydro-1H-inden-6-yl acetate；1H-Inden-1-one, 6-(acetyloxy)-2,3-dihydro-；(3-oxo-1,2-dihydroinden-5-yl) acetate
• CAS: 22246-25-9
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: AUHGGRJHVYREDN-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  325.8±31.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Acetoxy-indanon-(1) 在 四氯化钛 、 sodium hydroxide 、 锌 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 C₁₈H₁₆O₂
  参考文献：
  名称：

  Photoresponsive Molecular Switch for Regulating Transmembrane Proton-Transfer Kinetics

  摘要：

  To control proton delivery across biological membranes, we synthesized a photoresponsive molecular switch and incorporated it in a lipid layer. This proton gate was reversibly activated with 390 nm light (Z-isomer) and then deactivated by 360 nm irradiation (E-isomer). In a lipid layer this stimuli responsive proton gate allowed the regulation of proton flux with irradiation to a lipid-buried O-2 reduction electrocatalyst. Thus, the catalyst was turned on and off with the E-to-Z interconversion. This light-induced membrane proton delivery system may be useful in developing any functional device that performs proton-coupled electron-transfer reactions.

  DOI：

  10.1021/jacs.5b10016
• 作为产物：
  描述：

  6-羟基-1-茚酮 、 乙酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以97%的产率得到6-Acetoxy-indanon-(1)
  参考文献：
  名称：

  使用脂肪酶化学酶法合成取代的1H-Inden-1-ones

  摘要：

  描述了一种从工业上的茚满-1-酮开始的新颖的乙酰氧基-和羟基-1 H-茚满-1-酮的实用，直接的化学合成方法。通过使用不同的脂肪酶，可以在温和的反应条件下以高转化率进行制备的最后步骤。由于它们可以用作酶活性检测测定中的靶底物，因此引起了人们的极大兴趣，所需化合物的总收率良好。 酶-消除-水解-酮-含氟化合物

  DOI：

  10.1055/s-0029-1217085

文献信息

• A direct catalytic ring expansion approach to o-fluoronaphthols and o/p-fluorophenols from indanones and 2-cyclopentenones
  作者：Jian Chang、Xiaoning Song、Wanqiao Huang、Dongsheng Zhu、Mang Wang

  DOI：10.1039/c5cc06825h

  日期：——

  A direct method for the synthesis of o-fluoronaphthols and o/p-fluorophenols has been developed by a catalytic ring expansion of indanones and 2-cyclopentenones, in which TMSCF2Br was used as a unique...

  通过茚满酮和2-环戊烯酮的催化扩环，已经开发出一种直接合成邻氟萘酚和邻/对氟苯酚的方法，其中将TMCSF2Br用作独特的...
• Chemoenzymatic Synthesis of Substituted 1H-Inden-1-ones Using Lipases
  作者：Vicente Gotor、Ana Rioz-Martínez、Gonzalo de Gonzalo

  DOI：10.1055/s-0029-1217085

  日期：2010.1

  A practical and straightforward chemoenzymatic synthesis of novel acetoxy- and hydroxy-1H-inden-1-ones starting from commercial indan-1-ones is described. By using different lipases, the final step of the preparation can be performed with high conversion working under mild reaction conditions. The desired compounds, which present a great interest since they can be employed as target substrates in enzymatic

  描述了一种从工业上的茚满-1-酮开始的新颖的乙酰氧基-和羟基-1 H-茚满-1-酮的实用，直接的化学合成方法。通过使用不同的脂肪酶，可以在温和的反应条件下以高转化率进行制备的最后步骤。由于它们可以用作酶活性检测测定中的靶底物，因此引起了人们的极大兴趣，所需化合物的总收率良好。 酶-消除-水解-酮-含氟化合物
• Photoresponsive Molecular Switch for Regulating Transmembrane Proton-Transfer Kinetics
  作者：Ying Li、Edmund C. M. Tse、Christopher J. Barile、Andrew A. Gewirth、Steven C. Zimmerman

  DOI：10.1021/jacs.5b10016

  日期：2015.11.11

  To control proton delivery across biological membranes, we synthesized a photoresponsive molecular switch and incorporated it in a lipid layer. This proton gate was reversibly activated with 390 nm light (Z-isomer) and then deactivated by 360 nm irradiation (E-isomer). In a lipid layer this stimuli responsive proton gate allowed the regulation of proton flux with irradiation to a lipid-buried O-2 reduction electrocatalyst. Thus, the catalyst was turned on and off with the E-to-Z interconversion. This light-induced membrane proton delivery system may be useful in developing any functional device that performs proton-coupled electron-transfer reactions.