1,1-difluorosilacyclopentane | 34736-32-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,1-difluorosilacyclopentane
• 英文别名: 1,1-difluorosilolane
• CAS: 34736-32-8
• 化学式: C₄H₈F₂Si
• 分子量: 122.19
• InChiKey: FLEDPJUSJXHKQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  7
• 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：
  2

反应信息

• 作为产物：
  描述：

  乙烯 在 difluorosilylene 、 1,3-丁二烯 作用下， 生成 1,1-difluorosilacyclopentane
  参考文献：
  名称：

  单体二氟甲硅烷基与乙烯的反应

  摘要：

  单体31 SiF 2与两个乙烯分子有效反应，得到1,1-二氟[ 31 Si] silacyclopentane作为最终产物，但竞争实验表明，乙烯的反应性比Buta-1,3-二烯低约十倍。捕获亚甲硅烷基。

  DOI：

  10.1039/c3981000217b

文献信息

• Pure rotational spectrum and structural determination of 1,1-difluoro-1-silacyclopentane
  作者：Nicole T. Moon、Frank E. Marshall、Thomas M.C. McFadden、Esther J. Ocola、Jaan Laane、Gamil A. Guirgis、Garry S. Grubbs

  DOI：10.1016/j.molstruc.2021.131563

  日期：2022.2

  The ground state, pure rotational spectrum of 1,1-difluoro-1-silacyclopentane has been studied using chirped-pulse, Fourier transform microwave (CP-FTMW) spectroscopy and observed in the 6-20.3 GHz region of the electromagnetic spectrum. This spectrum was acquired leveraging the deep averaging capability of the technique. The parent species, 13C, 29Si, and 30Si singly substituted isotopologues were

  已经使用啁啾脉冲傅立叶变换微波 (CP-FTMW) 光谱研究了 1,1-二氟-1-硅杂环戊烷的基态纯旋转光谱，并在电磁光谱的 6-20.3 GHz 区域进行了观察。该频谱是利用该技术的深度平均能力获得的。亲本物种，13 C、29 Si 和30 Si 单取代同位素在天然丰度中被观察到并被报告。仅观察到一种构象异构体，即C 2构象异构体（半椅式）。这通过确定的 CCCC 二面角 -48.1(11)° 得到证实。频谱完全由一个型跃迁符合量子化学计算。光谱中存在多个分裂跃迁，这归因于与环中硅原子相连的碳原子的环扭曲。这种运动使碳在bc 中穿过a轴-平面导致反转电位。进行了环扭转运动的势能表面，并且与这些表面相比观察到的实验确定的能级差异是合理的。对实验确定的单取代同位素体的 Kraitchman 分析与优化的扭曲（非平面）平衡结构一致。已经使用二阶矩参数将这种结构与其他类似的含硅环分子进行了比较，并讨论了这些比较。
• Preparation of some cyclic fluorosilanes
  作者：Taina H. Chao、S.L. Moore、J. Laane

  DOI：10.1016/s0022-328x(00)88403-x

  日期：1971.12

  Fluorination with SbF3 has been used to prepare 1,1-difluoro-1-sitlacyclopent-3-ene, 1,1-difluoro-1-silacyclopen-2-ene, 1,1-difluoro-1-silacyclopen entane and a mixture of 1,1-difluoro-2-chloro-1-silacyclopentane and its 3-chloro isomer from the appropriate chlorosilanes. IR and NMR spectra of the products are reported.

  SbF 3的氟化已用于制备1,1-二氟-1-硅环戊-3-烯，1,1-二氟-1-硅环戊-2-烯，1,1-二氟-1-硅环戊烷和混合物合适的氯硅烷中的1,1-二氟-2-氯-1-硅环戊烷及其3-氯异构体。报告了产物的IR和NMR谱。
• Conformational stability, ab initio calculations and vibrational assignment for 1,1-difluoro- and 1,1-dichloro-1-silacyclopentane
  作者：Stephen Bell、Howard D. Stidham、Arthur J. LaPlante、Ya Ying Zheng、Gamil A. Guirgis

  DOI：10.1016/j.molstruc.2011.01.065

  日期：2011.4

  The infrared spectrum (3200-400 cm(-1)) of the gas and the Raman spectrum (3200-50 cm(-1)) of liquid and solid 1,1-difluoro-1-silacyclopentane and 1,1-dichloro-1-silacyclopentane have been recorded. In all of these physical states only the twisted (C-2) conformer was detected. The conformational energies have been calculated with the Moller-Plesset perturbation method to the second order; MP2(Full) as well as the density functional theory by the B3LYP method utilizing a variety of basis sets up to 6-311 + G(2df,2pd). All the calculations predict only the twisted form as the stable conformer of 1,1-difluoro-1 -silacyclopentane with the average barrier to planarity of 2548 cm(-1) (30.49 kJ/mol) from the MP2 calculations and a significantly lower value of 1422 cm(-1) (17.01 kJ/mol) from the density functional calculations. Neither calculation was significantly affected by the inclusion of diffuse functions. The C-s conformer has a lower energy of 1703 cm-1 (MP2) and 1334 cm(-1) (B3LYP) than the planar form. Thus the path between the two identical C-2 conformers is by pseudorotational motion rather than through the planar form. Similar results obtain for 1,1-dichloro-1-silacyclopentane. The optimized geometry calculated with the 6-311 + G(2df,2pd) basis is given together with a complete vibrational assignment for the twisted (C-2) conformer. These assignments are supported by normal coordinate calculations with scaled force constants from MP2(Full)/6-31G(d) calculations. The results of these spectroscopic and theoretical studies are discussed and compared to the corresponding results for silacyclopentane. (C) 2011 Elsevier B.V. All rights reserved.
• SIEFERT E. E.; WITT S. D.; TANG Y.-N., J. CHEM. SOC. CHEM. COMMUN., 1981, NO 5, 217-218
  作者：SIEFERT E. E.、 WITT S. D.、 TANG Y.-N.

  DOI：——

  日期：——
• Reactions of monomeric difluorosilylene with ethylene
  作者：Elmer E. Siefert、Sheila D. Witt、Yi-Noo Tang

  DOI：10.1039/c3981000217b

  日期：——

  Monomeric 31SiF2 reacts efficiently with two molecules of ethylene to give 1,1-difluoro [31Si]silacyclopentane as the final product, but competition experiments indicate that ethylene is about ten times less reactive than buta-1,3-diene for the trapping of the silylene.

  单体31 SiF 2与两个乙烯分子有效反应，得到1,1-二氟[ 31 Si] silacyclopentane作为最终产物，但竞争实验表明，乙烯的反应性比Buta-1,3-二烯低约十倍。捕获亚甲硅烷基。