Selenoacetic acid Se-[2,2-bis-(1H-pyrrol-2-yl)-ethyl] ester | 784151-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Selenoacetic acid Se-[2,2-bis-(1H-pyrrol-2-yl)-ethyl] ester
• 英文别名: Se-[2,2-bis(1H-pyrrol-2-yl)ethyl] ethaneselenoate
• CAS: 784151-79-7
• 化学式: C₁₂H₁₄N₂OSe
• 分子量: 281.216
• InChiKey: JSHGERAEYOJMAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48.6
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Selenoacetic acid Se-[2,2-bis-(1H-pyrrol-2-yl)-ethyl] ester 在 zinc diacetate 、 ytterbium(III) triflate 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 2.32h， 生成 zinc(II)-5-(Se-acetylselenomethyl)-15-phenyl-10,20-di-p-tolylporphyrin
  参考文献：
  名称：

  Porphyrin Architectures Tailored for Studies of Molecular Information Storage

  摘要：

  A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Zinc porphyrins tethered to Au(111) or Si(100) provide a benchmark for studies of information storage. Three sets of porphyrins have been synthesized for studies of the interplay of molecular design and charge-storage properties: (1) A set of porphyrins is described for probing the effect of surface attachment atom on electron-transfer kinetics. Each porphyrin bears a meso-CH2X group for surface attachment where X = OH, SAc, or SeAc. (2) A set of porphyrins is described for studying the effect of surface-charge density in monolayers. Each porphyrin bears a benzyl alcohol for surface attachment and three nonlinking meso substituents of a controlled degree of bulkiness. (3) A set of porphyrins is described that enables investigation of on-chip patterning of the electrolyte. Each porphyrin bears a formyl group distal to the surface attachment group for subsequent derivatization with a molecular entity that comprises the electrolyte. Taken together, this collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage.

  DOI：

  10.1021/jo0498260
• 作为产物：
  描述：

  吡咯 、 Selenoacetic acid Se-(2,2-diethoxy-ethyl) ester 在 indium(III) chloride 作用下， 反应 12.0h， 以83 mg的产率得到Selenoacetic acid Se-[2,2-bis-(1H-pyrrol-2-yl)-ethyl] ester
  参考文献：
  名称：

  Porphyrin Architectures Tailored for Studies of Molecular Information Storage

  摘要：

  A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Zinc porphyrins tethered to Au(111) or Si(100) provide a benchmark for studies of information storage. Three sets of porphyrins have been synthesized for studies of the interplay of molecular design and charge-storage properties: (1) A set of porphyrins is described for probing the effect of surface attachment atom on electron-transfer kinetics. Each porphyrin bears a meso-CH2X group for surface attachment where X = OH, SAc, or SeAc. (2) A set of porphyrins is described for studying the effect of surface-charge density in monolayers. Each porphyrin bears a benzyl alcohol for surface attachment and three nonlinking meso substituents of a controlled degree of bulkiness. (3) A set of porphyrins is described that enables investigation of on-chip patterning of the electrolyte. Each porphyrin bears a formyl group distal to the surface attachment group for subsequent derivatization with a molecular entity that comprises the electrolyte. Taken together, this collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage.

  DOI：

  10.1021/jo0498260

文献信息

• Porphyrin Architectures Tailored for Studies of Molecular Information Storage
  作者：Carole M. Carcel、Joydev K. Laha、Robert S. Loewe、Patchanita Thamyongkit、Karl-Heinz Schweikart、Veena Misra、David F. Bocian、Jonathan S. Lindsey

  DOI：10.1021/jo0498260

  日期：2004.10.1

  A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Zinc porphyrins tethered to Au(111) or Si(100) provide a benchmark for studies of information storage. Three sets of porphyrins have been synthesized for studies of the interplay of molecular design and charge-storage properties: (1) A set of porphyrins is described for probing the effect of surface attachment atom on electron-transfer kinetics. Each porphyrin bears a meso-CH2X group for surface attachment where X = OH, SAc, or SeAc. (2) A set of porphyrins is described for studying the effect of surface-charge density in monolayers. Each porphyrin bears a benzyl alcohol for surface attachment and three nonlinking meso substituents of a controlled degree of bulkiness. (3) A set of porphyrins is described that enables investigation of on-chip patterning of the electrolyte. Each porphyrin bears a formyl group distal to the surface attachment group for subsequent derivatization with a molecular entity that comprises the electrolyte. Taken together, this collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage.