3,4,5-trihexylsulfanylbenzaldehyde | 321984-02-5

• 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: 3,4,5-trihexylsulfanylbenzaldehyde
• 英文别名: 3,4,5-Tris(hexylsulfanyl)benzaldehyde；3,4,5-tris(hexylsulfanyl)benzaldehyde
• CAS: 321984-02-5
• 化学式: C₂₅H₄₂OS₃
• 分子量: 454.806
• InChiKey: VWLCOWZXXFCHBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  29
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  93
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,5-trihexylsulfanylbenzaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到(3,4,5-Tris-hexylsulfanyl-phenyl)-methanol
  参考文献：
  名称：

  Synthesis and properties of novel fluoroionophores for Ag+-optode sensing based on oligophenylenevinylenes

  摘要：

  Novel hexylsulfanyl substituted oligophenylenevinylenes have been designed and synthesized as fluoroionophores which selectively detect Ag+ ions in membrane optode sensors. In addition, the 4-phenyl-ring oligomer-based optode sensor exhibits higher sensitivity than that of the 3-phenyl-ring counterpart. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01679-8
• 作为产物：
  描述：

  1-己硫醇 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 3,4,5-trihexylsulfanylbenzaldehyde
  参考文献：
  名称：

  Synthesis and properties of novel fluoroionophores for Ag+-optode sensing based on oligophenylenevinylenes

  摘要：

  Novel hexylsulfanyl substituted oligophenylenevinylenes have been designed and synthesized as fluoroionophores which selectively detect Ag+ ions in membrane optode sensors. In addition, the 4-phenyl-ring oligomer-based optode sensor exhibits higher sensitivity than that of the 3-phenyl-ring counterpart. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01679-8

文献信息

• Synthesis of 3,4-dialkylsulfanyl- and 3,4,5-trialkylsulfanyl derivatives of bromobenzene and benzaldehyde
  作者：Aleksandra Jankowiak、Żaneta Debska、Jarosław Romański、Piotr Kaszyński

  DOI：10.1080/17415993.2011.644554

  日期：2012.2.1

  3,4-Dialkylsulfanyl- (1a[n], n = 8, 9, 11) and 3,4,5-trialkylsulfanylbromobenzenes (1b[n], n = 6, 8, 10, 12) were prepared from 3,4-difluoro- and 3,4,5-trifluorobromobenzene, respectively, in 50-60% yields. The bromobenzenes 1[n] were converted to benzaldehydes 2[n] by lithium-halogen exchange followed by reaction with DMF.[GRAPHICS].
• Induction of Columnar Discotic Behavior in Verdazyl Radicals with Alkylsulfanyl Substituents
  作者：Aleksandra Jankowiak、Damian Pociecha、Hirosato Monobe、Jacek Szczytko、Żaneta Dębska、Jarosław Romański、Piotr Kaszyński

  DOI：10.1080/10426507.2012.736896

  日期：2013.4.1

  Substitution of the 1,3,5-triphenyl-6-oxoverdazyl radical with n-alkylsulfanyl groups lead to derivatives 1[n], which exhibit a columnar rectangular phase (Col(r) ) below 60 degrees C. Compounds 1[n] have a broad absorption band in the visible region with maxima at 540 and 610nm and redox potentials E0/+1 (1/2) = +0.99V and E0/-1 (1/2) = -0.45V vs. SCE. Time-of-flight (TOF) investigation of 1[8] revealed hole mobility of (h) = 1.52 x 10(-3) cm(2) V-1 s(-1) in the columnar phase with an activation energy E-a = 0.06 +/- 0.01eV. Magnetization studies of 1[8] demonstrated nearly ideal paramagnetic behavior in both solid and fluid phases above 200K and weak antiferromagnetic interactions at low temperatures. Verdazyl derivatives 1[n] were prepared in a sequence of reactions starting from 1-bromo-3,4,5-trifluorobenzene by alkylsulfanylation, followed by hydrazinylation, and finally 6-oxoverdazyl ring assembly using the Milcent method.
• Photoconductive Liquid-Crystalline Derivatives of 6-Oxoverdazyl
  作者：Aleksandra Jankowiak、Damian Pociecha、Jacek Szczytko、Hirosato Monobe、Piotr Kaszyński

  DOI：10.1021/ja209467h

  日期：2012.2.8

  1,3,5-Triphenyl-6-oxoverdazyl radicals 1[n], in which each phenyl group is substituted with three alkylsulfanyl groups (n = 6, 8, 10), exhibit a monotropic columnar rectangular (Col(r)) phase below 60 C. Detailed analysis of 1[n] revealed a broad absorption band in the visible region with maxima at 540 and 610 nm and redox potentials E-1/2(0/+1) = +0.99 V and E-1/2(0/-1) = -0.45 V VS SCE. Photovoltaic studies of 1[8] demonstrated a hole mobility of 1.52 x 10(-3) cm(2) V-1 s-(1) in the mesophase with an activation energy of 0.06 +/- 0.01 eV. Magnetization studies of 1[8] revealed nearly ideal paramagnetic behavior in either the solid or fluid phase above 200 K and weak antiferromagnetic interactions at low temperatures.
• Synthesis and properties of novel fluoroionophores for Ag+-optode sensing based on oligophenylenevinylenes
  作者：Man Shing Wong、Wing Hong Chan、Wai Yin Chan、Jun Li、Xiao Dan

  DOI：10.1016/s0040-4039(00)01679-8

  日期：2000.11

  Novel hexylsulfanyl substituted oligophenylenevinylenes have been designed and synthesized as fluoroionophores which selectively detect Ag+ ions in membrane optode sensors. In addition, the 4-phenyl-ring oligomer-based optode sensor exhibits higher sensitivity than that of the 3-phenyl-ring counterpart. (C) 2000 Elsevier Science Ltd. All rights reserved.