2,2'-(2,5-dibutylbenzene-1,4-diyl)bis(5,5-dimethyl-1,3-dioxane) | 1373042-26-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2,2'-(2,5-dibutylbenzene-1,4-diyl)bis(5,5-dimethyl-1,3-dioxane)
• 英文别名: 2-[2,5-Dibutyl-4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-5,5-dimethyl-1,3-dioxane
• CAS: 1373042-26-2
• 化学式: C₂₆H₄₂O₄
• 分子量: 418.617
• InChiKey: MYYPWOOLEMVHGL-UHFFFAOYSA-N

物化性质

• 沸点：
  499.7±40.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-(2,5-dibutylbenzene-1,4-diyl)bis(5,5-dimethyl-1,3-dioxane) 在 哌啶 、 aluminum (III) chloride 、 lithium aluminium tetrahydride 、 草酰氯 、 palladium 10% on activated carbon 、 水 、 氢气 、 sodium hydride 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 三氟乙酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 、 甲醇 、 二硫化碳 、 乙醚 、 乙醇 、 二氯甲烷 、 水 、 溶剂黄146 、 甲苯 为溶剂， -70.0~60.0 ℃ 、6.0 MPa 条件下， 反应 125.25h， 生成 4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]
  参考文献：
  名称：

  Building Blocks for Oligospiroketal (OSK) Rods and Evaluation of Their Influence on Rod Rigidity

  摘要：

  We report on the synthesis of three new sleeves and their incorporation in OSK rods. The structures of these sleeves are based on neo-inositol, terephthalaldehyde diacetals, and indacene. To quantify the influence of the sleeves on rod rigidity, we applied the worm-like chain (WLC) model on the new rods and found that this approach is rather disappointing. As the chief cause of this result, we assume that the rigidity of typical molecular rods largely exceeds the rigidity of polymers, which were successfully described by the WLC model. Alternatively, we suggest quantifying the rigidity of molecular rods by fitting an empirical function on the end-to-end distance distribution curve obtained by MD simulations. After checking various function types, the Levy-Martin function proved to be most suitable for this purpose. On the basis of this function, we defined the Levy-Martin parameter and suggest using this parameter for the characterization of the rigidity of molecular rods.

  DOI：

  10.1021/jo300266b
• 作为产物：
  描述：

  1,4-二氯苯 在 正丁基锂 、 溴 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 99.25h， 生成 2,2'-(2,5-dibutylbenzene-1,4-diyl)bis(5,5-dimethyl-1,3-dioxane)
  参考文献：
  名称：

  基于寡-螺-硫缩酮的分子棒

  摘要：

  我们报告了以前建立的寡螺酮（OSK）杆的概念的扩展，方法是用硫酮缩酮代替部分或全部缩酮部分，从而形成寡螺硫缩酮（OSTK）杆。以这种方式，避免了由于缩酮的可逆形成而引起的一些关键问题。此外，棒的抗水解稳定性大大提高。为了成功地实现这一概念，我们首先开发了许多新的寡硫醇结构单元，分别改善了已知的寡硫醇的合成可及性。硫缩醛的另一个优点是对苯二甲醛（TAA）套筒（在缩醛的情况下太柔韧）可以用于OSTK棒中。成功制备一些长度为几纳米的OSTK棒证明了OSTK方法的可行性。

  DOI：

  10.1021/acs.joc.5b02670

文献信息

• Molecular Rods Based on Oligo-spiro-thioketals
  作者：P. Wessig、M. Gerngroß、D. Freyse、P. Bruhns、M. Przezdziak、U. Schilde、A. Kelling

  DOI：10.1021/acs.joc.5b02670

  日期：2016.2.5

  on an extension of the previously established concept of oligospiroketal (OSK) rods by replacing a part or all ketal moieties by thioketals leading to oligospirothioketal (OSTK) rods. In this way, some crucial problems arising from the reversible formation of ketals are circumvented. Furthermore, the stability of the rods toward hydrolysis is considerably improved. To successfully implement this concept

  我们报告了以前建立的寡螺酮（OSK）杆的概念的扩展，方法是用硫酮缩酮代替部分或全部缩酮部分，从而形成寡螺硫缩酮（OSTK）杆。以这种方式，避免了由于缩酮的可逆形成而引起的一些关键问题。此外，棒的抗水解稳定性大大提高。为了成功地实现这一概念，我们首先开发了许多新的寡硫醇结构单元，分别改善了已知的寡硫醇的合成可及性。硫缩醛的另一个优点是对苯二甲醛（TAA）套筒（在缩醛的情况下太柔韧）可以用于OSTK棒中。成功制备一些长度为几纳米的OSTK棒证明了OSTK方法的可行性。
• Building Blocks for Oligospiroketal (OSK) Rods and Evaluation of Their Influence on Rod Rigidity
  作者：Pablo Wessig、Kristian Möllnitz

  DOI：10.1021/jo300266b

  日期：2012.4.20

  We report on the synthesis of three new sleeves and their incorporation in OSK rods. The structures of these sleeves are based on neo-inositol, terephthalaldehyde diacetals, and indacene. To quantify the influence of the sleeves on rod rigidity, we applied the worm-like chain (WLC) model on the new rods and found that this approach is rather disappointing. As the chief cause of this result, we assume that the rigidity of typical molecular rods largely exceeds the rigidity of polymers, which were successfully described by the WLC model. Alternatively, we suggest quantifying the rigidity of molecular rods by fitting an empirical function on the end-to-end distance distribution curve obtained by MD simulations. After checking various function types, the Levy-Martin function proved to be most suitable for this purpose. On the basis of this function, we defined the Levy-Martin parameter and suggest using this parameter for the characterization of the rigidity of molecular rods.