2-phenylselenohept-1-ene | 211189-33-2

• 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-phenylselenohept-1-ene
• 英文别名: hept-1-en-2-yl(phenyl)selenide；Hept-1-en-2-ylselanylbenzene
• CAS: 211189-33-2
• 化学式: C₁₃H₁₈Se
• 分子量: 253.246
• InChiKey: PLDHZJWAJKKFDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  1-庚炔 、 二苯基二硒醚 在 indium(I) bromide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到2-phenylselenohept-1-ene
  参考文献：
  名称：

  Indium(I) Bromide-Mediated Regioselective Markovnikov Hydroselenation, Diselenation and Hydration of Terminal Alkynes with Diphenyldiselenide in Aqueous Media

  摘要：

  由碘化铟(I)和双苯二硒醚制得的硒代硫酸铟(III)，根据实验条件的不同，可分别促进末端炔烃的Markkovnikov型硒氢化反应、二硒化反应或水合反应。

  DOI：

  10.1055/s-2005-921931

文献信息

• A simple and general preparation of vinylic sulfides, selenides and tellurides
  作者：Claudio C. Silveira、Paulo Cesar S. Santos、Samuel R. Mendes、Antonio L. Braga

  DOI：10.1016/j.jorganchem.2008.09.039

  日期：2008.12

  A general method for the synthesis of vinylic chalcogenides by nucleophilic and Ni-catalyzed vinylic substitution on vinylic halides by phenyl chalcogenolates is described. The reactions were regio and stereoselective for the nickel catalyzed substitution, and mixture of isomers was observed for some examples in the thermal process in DMF.

  描述了通过苯基硫属元素化物在乙烯基卤化物上通过亲核和Ni催化的乙烯基取代来合成乙烯基硫属元素化物的一般方法。对于镍催化的取代，该反应是区域性和立体选择性的，并且在DMF的热过程中的一些实例中观察到异构体的混合物。
• Palladium-catalyzed hydroselenation of allenes with benzeneselenol
  作者：Akiya Ogawa、Atsulo Kudo、Toshikazu Hirao

  DOI：10.1016/s0040-4039(98)01024-7

  日期：1998.7

  Palladium(II) acetate (Pd(OAc)(2)) catalyzes the addition of benzeneselenol to allenes, providing the corresponding vinylic selenides in good yields. In contrast to the oxygen-induced radical addition of PhSe11 to terminal allenes, which occurred at the terminal double bond preferentially, the present palladium-catalyzed hydroselenation to terminal allenes affords the internal adduct preferentially; thus, these two reactions are complementary to each other for the synthesis of vinylic selenides. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Hydroselenation of alkynes using NaBH4/BMIMBF4: easy access to vinyl selenides
  作者：Eder J. Lenardão、Luiz G. Dutra、Maiara T. Saraiva、Raquel G. Jacob、Gelson Perin

  DOI：10.1016/j.tetlet.2007.09.042

  日期：2007.11

  A general and easy method for the synthesis of several vinyl selenides using NaBH4 and BMIMBF4 as a recyclable solvent is described. This efficient and improved method furnishes the corresponding vinyl chalcogenides preferentially with Z configuration. We also observed that when the same protocol was applied to phenyl acetylene, (E)-bis-phenylseleno styrene was obtained in good yield and with high selectivity. (c) 2007 Elsevier Ltd. All rights reserved.
• Indium(I) Bromide-Mediated Regioselective Markovnikov Hydroselenation, Diselenation and Hydration of Terminal Alkynes with Diphenyldiselenide in Aqueous Media
  作者：Clovis Peppe、Ernesto Schulz Lang、Gabriela Nanci Ledesma、Liérson Borges de Castro、Olga Soares do Rego Barros、Paola de Azevedo Mello

  DOI：10.1055/s-2005-921931

  日期：——

  The indium(III) selenolate obtained from indium(I) bromide and diphenyldiselenide promotes, alternatively, the Markovnikov hydroselenation, diselenation or hydration of terminal alkynes, depending on the experimental conditions.

  由碘化铟(I)和双苯二硒醚制得的硒代硫酸铟(III)，根据实验条件的不同，可分别促进末端炔烃的Markkovnikov型硒氢化反应、二硒化反应或水合反应。