2-phenylethynyl isopropyl selenide | 105797-58-8

• 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-phenylethynyl isopropyl selenide
• 英文别名: isopropyl(2-phenylethynyl)selane；PhCCSeiPr；2-Propan-2-ylselanylethynylbenzene
• CAS: 105797-58-8
• 化学式: C₁₁H₁₂Se
• 分子量: 223.176
• InChiKey: RCRBXMAYPABLMT-UHFFFAOYSA-N

物化性质

• 沸点：
  137-138 °C(Press: 1 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  2-phenylethynyl isopropyl selenide 在 lithium chloride 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 生成 [(Z)-2-Chloro-2-(isopropylselanyl)ethenyl]benzene 、 [(E)-2-Chloro-2-(isopropylselanyl)ethenyl]benzene
  参考文献：
  名称：

  A Novel Regio- and Stereoselective Hydrochlorination Reaction of Acetylenic Selenides; Highly Stereoselective Synthesis of (Z)-1-Chloro-1-seleno-1-enes and Stereodefined Selenoenynes

  摘要：

  (Z)-1-氯-1-硒-1-烯通过在醋酸中与炔烃硒化物反应，区域和立体选择性地合成。在5%毫摩尔的PdCl2(PhCN)2和10%毫摩尔的CuI存在下，(Z)-1-氯-1-硒-1-烯与末端炔烃快速耦合，得到了高产率的硒烯炔。

  DOI：

  10.1055/s-2000-8233
• 作为产物：
  描述：

  苯乙炔 生成 2-phenylethynyl isopropyl selenide
  参考文献：
  名称：

  POTAPOV, V. A.;AMOSOVA, S. V.;KASHIK, A. S., TETRAHEDRON LETT., 30,(1989) N, C. 613-616

  摘要：

  DOI：

文献信息

• A homologous series of alkynyl chalcoether complexes: [W( η 2 - i PrEC CPh)(CO) 2 (Tp*)]BF 4 (E = O, S, Se, Te; Tp* = hydrotris(dimethylpyrazol-1-yl)borate)
  作者：Lorraine M. Caldwell、Anthony F. Hill、Anthony C. Willis

  DOI：10.1016/j.jorganchem.2016.11.024

  日期：2017.2

  structurally characterized salts [W(η2-iPrECCPh)(CO)2(Tp*)]BF4 (A = O, S, Se, Te; Tp* = hydrotris(dimethylpyrazolyl)borate), result from the reactions of the free alkynes iPrECCPh with [WI(CO)3(Tp*)] in the presence of AgBF4. The neutral complex [W(η2-iPrSeCCPh)Cl(CO)(Tp*)] is obtained from the reaction of [W(η2-iPrSeCCPh)(CO)2(Tp*)]BF4 with [nBu4N]Cl and co-exists in two forms in solution as a result

  所述第一完全集的同源炔chalcoether配合物，分离得到的结构上，其特征在于盐[W（η 2 -我PREC CPH）（CO）2（TP *）] BF 4（A = O，S，硒，碲; TP * =氢三（dimethylpyrazolyl）硼酸盐），结果从自由炔烃组成的反应我PREC器CPh与[WI（CO）3中的AgBF的存在（TP *）] 4。所述中性络合物[W（η 2 -我PrSEC CPH）氯（CO）（TP *）]从反应得到的[W（η 2 -我PrSEC CPH）（CO）2（TP *）] BF 4与[ n由于炔烃的缓慢旋转异构现象，Bu 4 N] Cl和Bu 4 N] Cl以两种形式共存于溶液中。取决于溶剂的选择，可以将任何一种纯旋转异构体结晶。
• Reactions of selenium and tellurium metals with phenylacetylene in three-phase catalytical systems
  作者：V.A Potapov、S.V Amosova、A.S Kashik

  DOI：10.1016/s0040-4039(00)95269-9

  日期：1989.1
• Potapov, V. A.; Amosova, S. V.; Kashik, A. S., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 11.1, p. 2057 - 2062
  作者：Potapov, V. A.、Amosova, S. V.、Kashik, A. S.、Gusarova, N. K.、Trofimov, B. A.

  DOI：——

  日期：——
• Unique Regio- and Stereoselectivity in Pd-Catalyzed Chlorocarbonylation Reaction of 2-Phenylethynyl Selenides and 2-Alkylethynyl Selenides. Highly Stereoselective Synthesis of 2-Seleno-3-chloroacrylates
  作者：Xian Huang、Aiming Sun

  DOI：10.1021/jo0006977

  日期：2000.10.1

  Regio- and stereoselectivity in the chloropalladation carbonylation reaction of different acetylenic selenides in the presence of 0.05 equiv of PdCl2 and 3 equiv of cupric chloride under 1 atm of carbon monoxide affording 2-seleno-3-chloroacrylates were investigated. Opposite stereoselectivities were observed with 2-phenylethynyl selenides and 8-alkylethynyl selenides the reactions of 2-phenylethynyl selenides afforded (E)-2-seleno-3-chloro-3-phenylacrylates, while the reactions of 8-alkyl-ethynyl selenides gave (Z)-2-seleno-3-chloro-3-alkylacrylates. A chloropalladation carbonylation mechanism for this reaction was proposed. The regio- and stereoselective chloropalladation of the carbon-carbon triple bond in acetylenic selenides affords 1-enylpalladium intermediates, in which : the palladium atom connects with the carbon atom bonding with the selenium atom. Carbonylation in the presence of an alcohol affords 2-seleno-3-chloroacrylates.
• Potapov, Vladimir A.; Amosova, Svetlana V.; Petrov, Boris V., Phosphorus, Sulfur and Silicon and the Related Elements, 1998, vol. 136, p. 587 - 590
  作者：Potapov, Vladimir A.、Amosova, Svetlana V.、Petrov, Boris V.

  DOI：——

  日期：——