2,3-bis(dodecyloxy)-1,4-diiodobenzene | 378233-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3-bis(dodecyloxy)-1,4-diiodobenzene
• 英文别名: 2,3-Bis(dodecyloxy)-1,4-diiodobenzene；2,3-didodecoxy-1,4-diiodobenzene
• CAS: 378233-26-2
• 化学式: C₃₀H₅₂I₂O₂
• 分子量: 698.551
• InChiKey: UPJDLRFTGVUOTH-UHFFFAOYSA-N

物化性质

• 熔点：
  69-72 °C
• 沸点：
  620.0±55.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  34
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-bis(dodecyloxy)-1,4-diiodobenzene 在 四(三苯基膦)钯 copper(l) iodide 、 sodium hydride 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 1-(tert-butyldimethylsilylethynyl)-2,3-bis(dodecyloxy)-4-ethynylbenzene
  参考文献：
  名称：

  Highly Emissive π-Conjugated Alkynylpyrene Oligomers:  Their Synthesis and Photophysical Properties

  摘要：

  We newly prepared para- and meta-linked alkynylpyrene oligomers and examined their photophysical properties. Oligomerization of monomeric building blocks was performed by Cu-I-promoted oxidative coupling reaction. The resulting oligomers mainly consist of 2-mer to 6-mer that were assigned on the basis of MALDI-TOF mass spectra, and the 2-mer, 3-mer, and 4-mer were isolated and fully characterized. From their absorption and fluorescence spectra, the para-linked oligomers were found to be somewhat pi-conjugated compared with meta-linked ones, and the fluorescence quantum yields decreased with increasing oligomer length (Phi(f) = 0.79-0.55).

  DOI：

  10.1021/jo061959t
• 作为产物：
  描述：

  (2,3-dimethoxyphenyl)trimethylsilane 在 正丁基锂 、 四甲基乙二胺 、 一氯化碘 、 三溴化硼 、 potassium carbonate 作用下， 以 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.5h， 生成 2,3-bis(dodecyloxy)-1,4-diiodobenzene
  参考文献：
  名称：

  Conjugated Polymers Containing 2,3-Dialkoxybenzene and Iptycene Building Blocks

  摘要：

  [GRAPHICS]Now poly(phenylene ethynylene)s (PPEs) and poly(phenylene vinylene)s (PPVs) that are highly emissive in solution and thin films were prepared utilizing palladium-catalyzed cross-coupling between new 1,4-dilodo-2,3-dialkoxybenzene- and iptycene-containing monomers. The absorption and emission spectra of the resulting polymers consistently showed a significant blue shift relative to the corresponding polymer analogues containing 2,5-dialkoxyphenylenes.

  DOI：

  10.1021/ol0164886

文献信息

• Functionalized Hydrophobic and Hydrophilic Self-Assembled Supramolecular Rectangles
  作者：Brian H. Northrop、Andreas Glöckner、Peter J. Stang

  DOI：10.1021/jo702380b

  日期：2008.3.1

  [Graphics]The synthesis of six new, functionalized 180 degrees pyridyl donor ligands and their coordination-driven self-assembly into supramolecular rectangles is reported. Three of the new donors have been functionalized with hydrophobic straight chain alkane units (C-6, C-12, and C-18) while the remaining three have been functionalized with derivatized di-, tetra-, and hexaethylene glycol hydrophilic units (DEG, TEG, and HEG, respectively). The resulting self-assembled hydrophobic and hydrophilic supramolecular rectangles have been fully characterized by multinuclear NMR and electrospray ionization mass spectrometry. Molecular force field modeling suggests that the functionalized rectangles range in size from roughly 3.0 x 2.9 to 3.0 x 6.0 nm(2) in size.
• Highly Emissive π-Conjugated Alkynylpyrene Oligomers:  Their Synthesis and Photophysical Properties
  作者：Hisao Shimizu、Kazuhisa Fujimoto、Masaru Furusyo、Hajime Maeda、Yasuaki Nanai、Kazuhiko Mizuno、Masahiko Inouye

  DOI：10.1021/jo061959t

  日期：2007.2.1

  We newly prepared para- and meta-linked alkynylpyrene oligomers and examined their photophysical properties. Oligomerization of monomeric building blocks was performed by Cu-I-promoted oxidative coupling reaction. The resulting oligomers mainly consist of 2-mer to 6-mer that were assigned on the basis of MALDI-TOF mass spectra, and the 2-mer, 3-mer, and 4-mer were isolated and fully characterized. From their absorption and fluorescence spectra, the para-linked oligomers were found to be somewhat pi-conjugated compared with meta-linked ones, and the fluorescence quantum yields decreased with increasing oligomer length (Phi(f) = 0.79-0.55).
• Conjugated Polymers Containing 2,3-Dialkoxybenzene and Iptycene Building Blocks
  作者：Zhengguo Zhu、Timothy M. Swager

  DOI：10.1021/ol0164886

  日期：2001.11.1

  [GRAPHICS]Now poly(phenylene ethynylene)s (PPEs) and poly(phenylene vinylene)s (PPVs) that are highly emissive in solution and thin films were prepared utilizing palladium-catalyzed cross-coupling between new 1,4-dilodo-2,3-dialkoxybenzene- and iptycene-containing monomers. The absorption and emission spectra of the resulting polymers consistently showed a significant blue shift relative to the corresponding polymer analogues containing 2,5-dialkoxyphenylenes.