2-propenylstannane | 108769-77-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 烯丙基金属
• 英文名称: 2-propenylstannane
• 英文别名: allylstannane；allyltin；Prop-2-enylstannane；prop-2-enylstannane
• CAS: 108769-77-3
• 化学式: C₃H₈Sn
• 分子量: 162.807
• InChiKey: SVCQRWRPXYOMPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.04
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  benzyl 2-[6,6-dimethyl-2-(trifluoromethylsulfonyloxy)cyclohexen-1-yl]acetate 、 2-propenylstannane 在 四(三苯基膦)钯 、 lithium chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.0h， 以92%的产率得到benzyl 2-(2-allyl-6,6-dimethyl-cyclohexen-1-yl)acetate
  参考文献：
  名称：

  [EN] STRIGOLACTAM DERIVATIVES AS PLANT GROWTH REGULATING COMPOUNDS
  [FR] DÉRIVÉS DE STRIGOLACTAME EN TANT QUE COMPOSÉS RÉGULATEURS DE LA CROISSANCE DES PLANTES

  摘要：

  本发明涉及公式（I）的新颖异槲聚醇衍生物，以及用于制备它们的方法和中间体，包括它们的植物生长调节剂组合物，以及利用它们控制植物生长和/或促进种子萌发的方法。

  公开号：

  WO2013092430A1
• 作为产物：
  描述：

  allyltrichlorostannane 、 lithium aluminium tetrahydride 以 further solvent(s) 为溶剂， 以34%的产率得到2-propenylstannane
  参考文献：
  名称：

  Structures of Vinylstannane (Ethenylstannane) and Allylstannane (2-Propenylstannane) Determined by Gas-Phase Electron Diffraction and Quantum Chemical Calculations

  摘要：

  Vinylstannane (H2C=CHSnH3) and allylstannane (H2C=CHCH2SnH3) have been synthesized, and their structures and conformational properties have been determined by A initio and density functional theory calculations and gas electron diffraction. There is only one stable conformation of vinylstannane, where one of the Sn-H bonds is synperiplanar to the double bond. The most important structural parameter is the C(sp(2))-Sn(IV) bond length, which is r(a) = 215.1(6) pm (r(c) = 214.1(6) pm). The CCSn bond angle is 121.6(4)degrees. Uncertainties are estimated errors equal to 2.5 times the least-squares standard deviation and include uncertainty in the electron wavelength. Theoretical calculations indicate that there are two stable rotameric forms of allystannane. The C=C-C-Sn chain of atoms is synperiplanar (dihedral angle = 0 degrees) in the less stable form and anticlinal (dihedral angle approximate to 106 degrees from synperiplanar) in the more stable rotamer. Theoretical calculations predict an energy difference between the two conformations of about 10 kJ mol(-1). There is no indication of the presence of the synperiplanar conformation in the gas phase at room temperature. The final analysis was therefore carried out assuming that only the anticlinal conformer was present. The C=C-C-Sn dihedral angle was found to be 102.9(19)degrees from the synperiplanar conformer, which is the smallest value found for this angle in the C=C-C-X (X = C, Si, Ge, Sn) series of compounds. The C(sp(3)) -Sn(IV) bond length is r(a) = 218.9(8) pm (r(e) = 217.6(8) pm), and the CCSn bond angle is 110.9(6)degrees. The B3LYP calculations using the cc-pVTZ basis set for C and H and the cc-pVTZ-PP basis set for Sri reproduce the experimental r(e)(C-Sn) bond distances very well, while the MP2(FC) calculations underestimate the r(e)(C-Sn) bond distances by 3-4 pm.

  DOI：

  10.1021/om0601549

文献信息

• Antagonists of gonadotropin releasing hormone
  申请人：Merck & Co., Inc.

  公开号：US06150352A1

  公开（公告）日：2000-11-21

  There are disclosed compounds of formula (I) ##STR1## and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related conditions in both men and women.

  已披露了化合物的结构式（I）##STR1##及其药用盐，这些化合物可用作GnRH拮抗剂，因此可能有助于治疗男性和女性的各种性激素相关疾病。
• Organotin-mediated selective desulfurization: tri-n-butyltin hydride reduction of unsymmetric sulfides
  作者：Carlos G. Gutierrez、Leo R. Summerhays

  DOI：10.1021/jo00200a039

  日期：1984.12
• Structures of Vinylstannane (Ethenylstannane) and Allylstannane (2-Propenylstannane) Determined by Gas-Phase Electron Diffraction and Quantum Chemical Calculations
  作者：Tatyana Strenalyuk、Svein Samdal、Harald Møllendal、Jean-Claude Guillemin

  DOI：10.1021/om0601549

  日期：2006.5.1

  Vinylstannane (H2C=CHSnH3) and allylstannane (H2C=CHCH2SnH3) have been synthesized, and their structures and conformational properties have been determined by A initio and density functional theory calculations and gas electron diffraction. There is only one stable conformation of vinylstannane, where one of the Sn-H bonds is synperiplanar to the double bond. The most important structural parameter is the C(sp(2))-Sn(IV) bond length, which is r(a) = 215.1(6) pm (r(c) = 214.1(6) pm). The CCSn bond angle is 121.6(4)degrees. Uncertainties are estimated errors equal to 2.5 times the least-squares standard deviation and include uncertainty in the electron wavelength. Theoretical calculations indicate that there are two stable rotameric forms of allystannane. The C=C-C-Sn chain of atoms is synperiplanar (dihedral angle = 0 degrees) in the less stable form and anticlinal (dihedral angle approximate to 106 degrees from synperiplanar) in the more stable rotamer. Theoretical calculations predict an energy difference between the two conformations of about 10 kJ mol(-1). There is no indication of the presence of the synperiplanar conformation in the gas phase at room temperature. The final analysis was therefore carried out assuming that only the anticlinal conformer was present. The C=C-C-Sn dihedral angle was found to be 102.9(19)degrees from the synperiplanar conformer, which is the smallest value found for this angle in the C=C-C-X (X = C, Si, Ge, Sn) series of compounds. The C(sp(3)) -Sn(IV) bond length is r(a) = 218.9(8) pm (r(e) = 217.6(8) pm), and the CCSn bond angle is 110.9(6)degrees. The B3LYP calculations using the cc-pVTZ basis set for C and H and the cc-pVTZ-PP basis set for Sri reproduce the experimental r(e)(C-Sn) bond distances very well, while the MP2(FC) calculations underestimate the r(e)(C-Sn) bond distances by 3-4 pm.
• [EN] STRIGOLACTAM DERIVATIVES AS PLANT GROWTH REGULATING COMPOUNDS<br/>[FR] DÉRIVÉS DE STRIGOLACTAME EN TANT QUE COMPOSÉS RÉGULATEURS DE LA CROISSANCE DES PLANTES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013092430A1

  公开（公告）日：2013-06-27

  The present invention relates to novel strigolactam derivatives of formula (I), to processes and intermediates for preparing them, to plant growth regulator compositions comprising them and to methods of using them for controlling the growth of plants and/or promoting the germination of seeds.

  本发明涉及公式（I）的新颖异槲聚醇衍生物，以及用于制备它们的方法和中间体，包括它们的植物生长调节剂组合物，以及利用它们控制植物生长和/或促进种子萌发的方法。