1,3-双(4-(甲硫基)苯基)丙烷 | 16735-04-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1,3-双(4-(甲硫基)苯基)丙烷
• 英文名称: 1,3-bis(4-(methylthio)phenyl)propane
• 英文别名: 1.3-Di-(4-methyl-mercapto-phenyl)-propan
• CAS: 16735-04-9
• 化学式: C₁₇H₂₀S₂
• 分子量: 288.478
• InChiKey: AXYHTRLHRCIJMW-UHFFFAOYSA-N

物化性质

• 沸点：
  418.9±38.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,3-二氯丙烷 、 (4-(methylthio)phenyl)lithium 以 四氢呋喃 为溶剂， 生成 1,3-双(4-(甲硫基)苯基)丙烷
  参考文献：
  名称：

  Tuning Conductance in π–σ–π Single-Molecule Wires

  摘要：

  While the single-molecule conductance properties of pi-conjugated and sigma-conjugated systems have been well-studied, little is known regarding the conductance properties of mixed sigma-pi backbone wires and the factors that control their transport properties. Here we utilize a scanning tunneling microscope-based break-junction technique to study a series of molecular wires with pi-sigma-pi backbone structures, where the pi-moiety is an electrode-binding thioanisole ring and the sigma-moiety is a triatomic alpha-beta-alpha chain composed of C, Si, or Ge atoms. We find that the sequence and composition of group 14 atoms in the alpha-beta-alpha chain dictates whether electronic communication between the aryl rings is enhanced or suppressed. Placing heavy atoms at the alpha-position decreases conductance, whereas placing them at the beta-position increases conductance: for example, the C-Ge-C sequence is over 20 times more conductive than the Ge-C-Ge sequence. Density functional theory calculations reveal that these conductance trends arise from periodic trends (i.e., atomic size, polarizability, and electronegativity) that differ from C to Si to Ge. The periodic trends that control molecular conductance here are the same ones that give rise to the alpha and beta silicon effects from physical organic chemistry. These findings outline a new molecular design concept for tuning conductance in single-molecule electrical devices.

  DOI：

  10.1021/jacs.6b04394

文献信息

• Conductive Molecular Silicon
  作者：Rebekka S. Klausen、Jonathan R. Widawsky、Michael L. Steigerwald、Latha Venkataraman、Colin Nuckolls

  DOI：10.1021/ja211677q

  日期：2012.3.14

  Bulk silicon, the bedrock of information technology, consists of the deceptively simple electronic structure of just Si-Si σ bonds. Diamond has the same lattice structure as silicon, yet the two materials have dramatically different electronic properties. Here we report the specific synthesis and electrical characterization of a class of molecules, oligosilanes, that contain strongly interacting Si-Si

  体硅是信息技术的基石，它由看似简单的 Si-Si σ 键电子结构组成。金刚石具有与硅相同的晶格结构，但这两种材料具有截然不同的电子特性。在这里，我们报告了一类分子低聚硅烷的具体合成和电学表征，这些分子含有强相互作用的 Si-Si σ 键，这是大块半导体的基本成分。我们使用基于扫描隧道显微镜的断裂连接技术来比较这些低聚硅烷与烷烃的单分子电导率。我们发现分子电导随着链长的增加呈指数下降，衰减常数 β = 0.27 ± 0.01 Å(-1)，与 C=C π 键的共轭链相当。