[2]H14-n-butylbenzene

• 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: [2]H14-n-butylbenzene
• 英文别名: n-butylbenzene-d14；N-Butylbenzene-d14；1,2,3,4,5-pentadeuterio-6-(1,1,2,2,3,3,4,4,4-nonadeuteriobutyl)benzene
• 化学式: C₁₀H₁₄
• 分子量: 148.11
• InChiKey: OCKPCBLVNKHBMX-GQMPCAPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 [2]H14-n-butylbenzene 在 三氯化铝 作用下， 以 四氯化碳 为溶剂， 以90%的产率得到
  参考文献：
  名称：

  Relaxation in an A₂ coupled spin system dissolved in a perdeuterated liquid crystal: The intermolecular dipolar random field cross relaxation term

  摘要：

  A perdeuterated nematic liquid crystal N- (p-ethoxybenzylidene) -p-n-butylaniline (EBBA-d23, 98% deuterium) was synthesized to study relaxation of small molecules dissolved in anisotropic solvents. Proton spin–lattice relaxation in the coupled A2 spin system of methylene chloride (CH2Cl2) was studied using both perhydro and perdeutero EBBA as the solvent. The relaxation was modeled as intramolecular dipole–dipole interactions plus other mechanisms that were treated collectively as fluctuating external random magnetic fields. Comparison of relaxation in EBBA and EBBA-d23 allowed the first experimental measurement of the correlation coefficient between external random fields at the two protons due to dipolar interactions of the methylene protons with the protons or deuterons of the solvent (78% correlated). The selective nuclear Overhauser effect was also studied.

  DOI：

  10.1063/1.439213
• 作为产物：
  描述：

  丁苯 在 platinum on carbon 、 氢气 、 重水 作用下， 180.0 ℃ 、455.99 kPa 条件下， 反应 24.0h， 生成 [2]H14-n-butylbenzene
  参考文献：
  名称：

  Efficient and Selective Pt/C-Catalyzed H–D Exchange Reaction of Aromatic Rings

  摘要：

  建立了一种使用Pt/C–D2O–H2系统对芳香环进行有效且适用的氘化方法。特别是在室温下，苯酚被完全氘化，而其他富电子的芳香核在温和条件下被高效氘化。报道了该方法的存在范围和局限性，以及其在合成氘标记生物活性化合物和实用多克级合成中的氘标记构建模块中的应用。

  DOI：

  10.1246/bcsj.81.278

文献信息

• Platinum Catalyzed H-D Exchange Reaction of Various Aromatic Compounds under Hydrothermal Condition
  作者：Seijiro Matsubara、Mitsuru Yamamoto、Koichiro Oshima

  DOI：10.3987/com-05-s(t)36

  日期：——
• Efficient and Selective Pt/C-Catalyzed H–D Exchange Reaction of Aromatic Rings
  作者：Nobuhiro Ito、Hiroyoshi Esaki、Tsuneaki Maesawa、Eikoh Imamiya、Tomohiro Maegawa、Hironao Sajiki

  DOI：10.1246/bcsj.81.278

  日期：2008.2.15

  An effective and applicable deuteration method for aromatic rings using Pt/C–D2O–H2 system was established. Especially, phenol was fully deuterated even at room temperature, and other electron-rich aromatic nuclei were efficiently deuterated under mild conditions. The scope and limitations of the presence method and its application to the synthesis of deuterium-labeled biologically active compounds and deuterium-labeled building blocks for practical multi-gram scale syntheses are reported.

  建立了一种使用Pt/C–D2O–H2系统对芳香环进行有效且适用的氘化方法。特别是在室温下，苯酚被完全氘化，而其他富电子的芳香核在温和条件下被高效氘化。报道了该方法的存在范围和局限性，以及其在合成氘标记生物活性化合物和实用多克级合成中的氘标记构建模块中的应用。
• Relaxation in an <i>A</i>₂ coupled spin system dissolved in a perdeuterated liquid crystal: The intermolecular dipolar random field cross relaxation term
  作者：J. Courtieu、J. Jullien、Nguyen Thoi Lai、A. Guillois、P. Gonord、S. K. Kan、Charles L. Mayne

  DOI：10.1063/1.439213

  日期：1980.1.15

  A perdeuterated nematic liquid crystal N- (p-ethoxybenzylidene) -p-n-butylaniline (EBBA-d23, 98% deuterium) was synthesized to study relaxation of small molecules dissolved in anisotropic solvents. Proton spin–lattice relaxation in the coupled A2 spin system of methylene chloride (CH2Cl2) was studied using both perhydro and perdeutero EBBA as the solvent. The relaxation was modeled as intramolecular dipole–dipole interactions plus other mechanisms that were treated collectively as fluctuating external random magnetic fields. Comparison of relaxation in EBBA and EBBA-d23 allowed the first experimental measurement of the correlation coefficient between external random fields at the two protons due to dipolar interactions of the methylene protons with the protons or deuterons of the solvent (78% correlated). The selective nuclear Overhauser effect was also studied.