3,3-dimethyl-3-silatetrahydrofuran | 166757-37-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-dimethyl-3-silatetrahydrofuran
• 英文别名: 3,3-dimethyl-1-oxa-3-silacyclopentane；3,3-Dimethyl-1,3-oxasilolane；3,3-dimethyl-1,3-oxasilolane
• CAS: 166757-37-5
• 化学式: C₅H₁₂OSi
• 分子量: 116.235
• InChiKey: HPNWGRKTDSAFJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  β-hydroxyethylchloromethyldimethylsilane 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以50%的产率得到3,3-dimethyl-3-silatetrahydrofuran
  参考文献：
  名称：

  Gas phase electron diffraction analysis andab initio calculations of the molecular structure of 3,3-dimethyl-1-oxa-3-silacyclopentane

  摘要：

  3,3-Dimethyl-1-oxa-3-silacyclopentane was synthesized and its molecular structure was determined by gas phase electron diffractometry using ab initio calculations (GAUSSIAN-92, RHF method, 6-31G* basis set). The six models derived from the gas phase electron diffraction analysis equally adequately (R similar to 3%) describe experimental data, whereas quantum chemical calculations lead to only one (O-envelope) conformer. The stereochemical data and the results of ab initio calculations confirm that the O-envelope is the best conformation; its geometrical parameters are as follows (bond lengths r(a) in Angstrom, and angles in degrees; total error in parentheses in units of the least significant digit): r(Si-C-cyc) 1.891(3) and 1.904; r(Si-C-Me) 1.877 and 1.879; r(C-C) 1.556(7); r(C-O) 1.431(3) and 1.445; r(C-cyc-H) 1.11(2); r(C-Me-H) 1.10(2); phi(O-C-C-Si) -33.0(14); angle CcycSiCcyc 92.2(5); angle CMeSiCMe 107.2(8); angle SiCC 102.6(6); angle CCO 109.9(11); angle HCcycH 110.5(47); angle SiCMeH 111.6(14). Method for the synthesis of 3,3-dimethyl-1-oxa-3-silacyclopentane is given, and generalized notation for five-membered ring confor- mations is suggested.

  DOI：

  10.1007/bf02437172

文献信息

• Gas phase electron diffraction analysis andab initio calculations of the molecular structure of 3,3-dimethyl-1-oxa-3-silacyclopentane
  作者：A. Yu. Gromov、I. F. Shishkov、A. Skancke、L. V. Vilkov、A. V. Esipenko、S. V. Kirpichenko、M. G. Voronkov

  DOI：10.1007/bf02437172

  日期：1996.7

  3,3-Dimethyl-1-oxa-3-silacyclopentane was synthesized and its molecular structure was determined by gas phase electron diffractometry using ab initio calculations (GAUSSIAN-92, RHF method, 6-31G* basis set). The six models derived from the gas phase electron diffraction analysis equally adequately (R similar to 3%) describe experimental data, whereas quantum chemical calculations lead to only one (O-envelope) conformer. The stereochemical data and the results of ab initio calculations confirm that the O-envelope is the best conformation; its geometrical parameters are as follows (bond lengths r(a) in Angstrom, and angles in degrees; total error in parentheses in units of the least significant digit): r(Si-C-cyc) 1.891(3) and 1.904; r(Si-C-Me) 1.877 and 1.879; r(C-C) 1.556(7); r(C-O) 1.431(3) and 1.445; r(C-cyc-H) 1.11(2); r(C-Me-H) 1.10(2); phi(O-C-C-Si) -33.0(14); angle CcycSiCcyc 92.2(5); angle CMeSiCMe 107.2(8); angle SiCC 102.6(6); angle CCO 109.9(11); angle HCcycH 110.5(47); angle SiCMeH 111.6(14). Method for the synthesis of 3,3-dimethyl-1-oxa-3-silacyclopentane is given, and generalized notation for five-membered ring confor- mations is suggested.