N-(5-tert-butyl-3-formyl-2-hydroxyphenyl)acetamide | 200931-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(5-tert-butyl-3-formyl-2-hydroxyphenyl)acetamide
• CAS: 200931-02-8
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: UPUVZBUWYLMWRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(5-tert-butyl-3-formyl-2-hydroxyphenyl)acetamide 在 一水合肼 作用下， 反应 72.0h， 生成
  参考文献：
  名称：

  Synthesis of novel uranyl salophene derivatives and evaluation as sensing molecules in chemically modified field effect transistors (CHEMFETs)

  摘要：

  基于铀酰基沙罗酚的多个阴离子受体已被合成。这些受体的结合选择性可以受到靠近铀酰结合位点的取代基的影响，这些取代基改变了铀酰中心的电子密度、结合缝隙的亲脂性，或者提供氢键的位点。结合选择性的差异反映在使用这些受体开发的电位传感器（化学修饰场效应晶体管，CHEMFETs）的选择性上。使用在结合位点附近具有苯基取代基的铀酰基沙罗酚衍生物可以得到选择性检测醋酸盐的传感器，其选择性超过了其他更亲脂的阴离子，如氯离子（Cl–）和溴离子（Br–）（log K PotAcO,j = –1.2）。靠近铀酰中心的亲脂性N-辛酰胺取代基提供了F–选择性的CHEMFETs。结合位点附近存在尿素基团的受体表现出更强的F–结合能力，能够在存在150倍过量的非常亲脂的硫氰酸根阴离子（SCN–）的情况下仍然检测F–（log K PotF,SCN = –2.2）。

  DOI：

  10.1039/a810019e
• 作为产物：
  描述：

  2-氨基-4-叔丁基酚 以 甲苯 、 三氟乙酸 为溶剂， 反应 84.0h， 生成 N-(5-tert-butyl-3-formyl-2-hydroxyphenyl)acetamide
  参考文献：
  名称：

  Neutral Anion Receptors:  Synthesis and Evaluation as Sensing Molecules in Chemically Modified Field Effect Transistors

  摘要：

  A new class of anion selective receptors is based on the neutral uranylsalophene building block as Lewis acidic binding site. Additional hydrogen bond accepting or donating moieties near the anion binding site offer the possibility of varying the binding selectivity. Field effect transistors chemically modified with such receptors exhibit anion selectivities that strongly deviate from the classical Hofmeister series favoring phosphate or fluoride anions, depending on the structure of the uranylsalophenes. The phosphate selective chemically modified field effect transistors (CHEMFETs) detect phosphate with high selectivity over much more lipophilic anions, such as nitrate (log K-H2PO4,NO3(Pot) = -1.3), at [H2PO4-] greater than or equal to 6.3 x 10(-4) M. CHEMFETs modified with salophenes with amido substituents result in a high fluoride selectivity; even in the presence of 0.1 M chloride, fluoride can be detected at [F-] greater than or equal to 6 x 10(-4) M (log K-F,Cl(Pot) = -2.0).

  DOI：

  10.1021/jo9707040

文献信息

• Neutral Anion Receptors:  Synthesis and Evaluation as Sensing Molecules in Chemically Modified Field Effect Transistors
  作者：Martijn M. G. Antonisse、Bianca H. M. Snellink-Ruël、Isteyfo Yigit、Johan F. J. Engbersen、David N. Reinhoudt

  DOI：10.1021/jo9707040

  日期：1997.12.1

  A new class of anion selective receptors is based on the neutral uranylsalophene building block as Lewis acidic binding site. Additional hydrogen bond accepting or donating moieties near the anion binding site offer the possibility of varying the binding selectivity. Field effect transistors chemically modified with such receptors exhibit anion selectivities that strongly deviate from the classical Hofmeister series favoring phosphate or fluoride anions, depending on the structure of the uranylsalophenes. The phosphate selective chemically modified field effect transistors (CHEMFETs) detect phosphate with high selectivity over much more lipophilic anions, such as nitrate (log K-H2PO4,NO3(Pot) = -1.3), at [H2PO4-] greater than or equal to 6.3 x 10(-4) M. CHEMFETs modified with salophenes with amido substituents result in a high fluoride selectivity; even in the presence of 0.1 M chloride, fluoride can be detected at [F-] greater than or equal to 6 x 10(-4) M (log K-F,Cl(Pot) = -2.0).
• Synthesis of novel uranyl salophene derivatives and evaluation as sensing molecules in chemically modified field effect transistors (CHEMFETs)
  作者：Martijn M. G. Antonisse、Bianca H. M. Snellink-Ruël、Alina C. Ion、Johan F. J. Engbersen、David N. Reinhoudt

  DOI：10.1039/a810019e

  日期：——

  Several anion receptors have been synthesized based on the uranyl salophene moiety. The binding selectivity of the receptors can be influenced by substituents near the uranyl binding site of the receptor, which change the electron density of the uranyl center, the lipophilicity of the binding cleft, or provide sites for hydrogen bonding. The differences in binding selectivity are reflected in the selectivity of potentiometric sensors (chemically modified field effect transistors, CHEMFETs) developed with these receptors. The use of a uranyl salophene derivative with phenyl substituents near the binding site yields acetate selective sensors with selectivity over much more lipophilic anions like Cl– and Br– (log K PotAcO,j = –1.2). Lipophilic N-octanamido substituents near the uranyl center provide F– selective CHEMFETs. The presence of urea moieties in the proximity of the binding site results in an even stronger F– binding receptor which yields CHEMFETs which can detect F– even in the presence of a 150-fold excess of the very lipophilic SCN– anion (log K PotF,SCN = –2.2).

  基于铀酰基沙罗酚的多个阴离子受体已被合成。这些受体的结合选择性可以受到靠近铀酰结合位点的取代基的影响，这些取代基改变了铀酰中心的电子密度、结合缝隙的亲脂性，或者提供氢键的位点。结合选择性的差异反映在使用这些受体开发的电位传感器（化学修饰场效应晶体管，CHEMFETs）的选择性上。使用在结合位点附近具有苯基取代基的铀酰基沙罗酚衍生物可以得到选择性检测醋酸盐的传感器，其选择性超过了其他更亲脂的阴离子，如氯离子（Cl–）和溴离子（Br–）（log K PotAcO,j = –1.2）。靠近铀酰中心的亲脂性N-辛酰胺取代基提供了F–选择性的CHEMFETs。结合位点附近存在尿素基团的受体表现出更强的F–结合能力，能够在存在150倍过量的非常亲脂的硫氰酸根阴离子（SCN–）的情况下仍然检测F–（log K PotF,SCN = –2.2）。