monodeuterocyclopentane | 55980-41-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: monodeuterocyclopentane
• 英文别名: cyclopentane-d1；Cyclopentan-d(1)；deuteriocyclopentane
• CAS: 55980-41-1
• 化学式: C₅H₁₀
• 分子量: 71.1265
• InChiKey: RGSFGYAAUTVSQA-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  Cyclopentylmagnesium chloride 在 二丁醚 、 氘代盐酸 作用下， 生成 monodeuterocyclopentane
  参考文献：
  名称：

  The Infra‐Red and Raman Spectra of Cyclopentane, Cyclopentane‐d₁, and Cyclopentane‐d₁₀

  摘要：

  The infra-red and Raman spectra of cyclopentane, cyclopentane-d1, and cyclopentane-d10 have been determined for the purpose of establishing the symmetry of cyclopentane. D5h selection rules are found to hold very well. This does not constitute a rigorous criterion for structure in this case, however, because drastic alteration of the symmetry by substituting groups such as D, OH, CH3, or Cl for a hydrogen atom does not appreciably increase the complexity of the spectra. The data have provided two strong arguments against a D5h structure. (1) An assignment could not be made which simultaneously satisfied the product rule and the expected band contours. (2) The entropy of the vapor demands a low frequency (near 140 cm−1 for the assignment in this paper) if the symmetry is D5h. This is completely incompatible with the heat capacity of the solid. It is concluded that cyclopentane definitely does not have D5h symmetry. The actual geometry of the molecule is still not known. It is shown that a rigid structure of symmetry Cs, C2, or C1 is consistent with the available data. A decision between this and Kilpatrick, Pitzer, and Spitzer's model with a puckered ring and a pseudorotation in place of one of the genuine normal vibrations cannot be made at this time. Analogous spectroscopic results for perfluorocyclopentane are mentioned briefly for comparison. This molecule is definitely non-planar. The method of preparation of the deuterium compounds is given. A Pd-on-charcoal catalyst is described which promises to be useful in other hydrogen-deuterium exchange reactions.

  DOI：

  10.1063/1.1747535

文献信息

• Surprising Differences of Alkane C‐H Activation Catalyzed by Ruthenium Nanoparticles: Complex Surface‐Substrate Recognition?
  作者：Niels Rothermel、Donia Bouzouita、Tobias Röther、Iker de Rosal、Simon Tricard、Romuald Poteau、Torsten Gutmann、Bruno Chaudret、Hans‐Heinrich Limbach、Gerd Buntkowsky

  DOI：10.1002/cctc.201801022

  日期：2018.10.9

  The activation of C−H bonds of alkanes remains a major challenge for chemistry. In a series of deuteration experiments with D2 in contact with bis‐(diphenylphosphino) butane (dppb) stabilized ruthenium nanoparticles (liquid substrates, 60 °C, 6 bar D2) we have observed a surprisingly large reactivity of cyclopentane as compared to cyclohexane and other alkanes. DFT calculations using a ligand‐free

  烷烃CH键的活化仍然是化学领域的主要挑战。在一系列的氘化实验中，D 2与双（二苯基膦基）丁烷（dppb）稳定的钌纳米颗粒（液体底物，60°C，6 bar D 2）接触，我们观察到环戊烷与环己烷相比具有惊人的大反应活性和其他烷烃。使用不含配体的Ru 13 H 17模型簇作为催化剂的DFT计算表明，作为限速反应步骤，结合的底物的氧化CH裂解。它们还表明环戊烷和环己烷的反应具有相似的结合和活化焓。
• A systematic approach to the generation of long-lived metal alkane complexes: combined IR and NMR study of (Tp)Re(CO)2(cyclopentane)
  作者：Simon B. Duckett、Michael W. George、Omar S. Jina、Steven L. Matthews、Robin N. Perutz、Xue-Zhong Sun、Khuong Q. Vuong

  DOI：10.1039/b819671k

  日期：——

  Short wavelength photolysis of (Tp)Re(CO)(3) (Tp = tris(pyrazol-1-yl)borate) at low-temperature in cyclopentane yielded (Tp)Re(CO)(2)(cyclopentane), an alkane complex with three nitrogen ligands that was characterised by NMR spectroscopy.

  （Tp）Re（CO）（3）（Tp =三（吡唑-1-基）硼酸酯）在低温下在环戊烷中进行短波长光解产生了烷烃（Tp）Re（CO）（2）（环戊烷） NMR光谱表征具有3个氮配体的金属配合物。
• Natalis, Bulletin de la Societe Royale des Sciences de Liege, 1958, vol. 27, p. 201
  作者：Natalis

  DOI：——

  日期：——
• Brown, Ronald; Kemball, Charles; Taylor, Duncan, Journal of Chemical Research, Miniprint, 1982, # 9, p. 2329 - 2350
  作者：Brown, Ronald、Kemball, Charles、Taylor, Duncan

  DOI：——

  日期：——
• Faro, Arnaldo C.; Kemball, Charles; Brown, Ronald, Journal of Chemical Research, Miniprint, 1982, # 12, p. 3735 - 3760
  作者：Faro, Arnaldo C.、Kemball, Charles、Brown, Ronald、Sadler, Ian H.

  DOI：——

  日期：——