(1Z)-3-methyl-1-(phenylselanyl)pent-1-en-3-ol | 30197-07-0

• 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: (1Z)-3-methyl-1-(phenylselanyl)pent-1-en-3-ol
• 英文别名: (Z)-3-methyl-1-phenylselanylpent-1-en-3-ol
• CAS: 30197-07-0
• 化学式: C₁₂H₁₆OSe
• 分子量: 255.218
• InChiKey: HIWDRUKCAKHBPD-KTKRTIGZSA-N

物化性质

• 沸点：
  344.1±34.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯基二硒醚 、 3-甲基-1-戊炔-3-醇 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 异丙醇 为溶剂， 反应 4.5h， 生成 3-Methyl-2-phenylselanyl-pent-1-en-3-ol 、 (1Z)-3-methyl-1-(phenylselanyl)pent-1-en-3-ol
  参考文献：
  名称：

  铈（III）介导的末端炔烃的高效和立体选择性加氢硫属反应

  摘要：

  乙烯基硫族化物是通过氯化铈（III）介导的炔丙基胺或醇的氢化硫属反应立体定向合成的。以高收率和高区域选择性和立体选择性获得产物。 氯化铈-乙烯基硫属元素化物-加氢硫属化合物-硒-碲

  DOI：

  10.1055/s-0029-1217029

文献信息

• 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.
• Addition of chalcogenolate anions to terminal alkynes using microwave and solvent-free conditions: easy access to bis-organochalcogen alkenes
  作者：Gelson Perin、Raquel G. Jacob、Luiz G. Dutra、Francisco de Azambuja、Greice F.F. dos Santos、Eder J. Lenardão

  DOI：10.1016/j.tetlet.2005.11.158

  日期：2006.2

  We present here the reaction of diphenyl dichalcogenides (Se and Te) with propargyl alcohols using alumina supported sodium borohydride under solvent-free conditions. This efficient and improved method is general and furnishes the corresponding vinyl chalcogenide preferentially with a Z configuration. We also observed that when the same protocol was applied to phenyl acetylene, the (E)-bis-organochalcogen alkenes were obtained in good yields and high selectivity. The use of MW irradiation facilitates the procedure and accelerates the reaction. (c) 2005 Elsevier Ltd. All rights reserved.
• Cerium(III)-Mediated Efficient and Stereoselective Hydrochalcogenation of Terminal Alkynes
  作者：Claudio Silveira、Samuel Mendes、Daniel Rosa、Gilson Zeni

  DOI：10.1055/s-0029-1217029

  日期：2009.12

  Vinylic chalcogenides were synthesized stereospecifically by hydrochalcogenation of propargylic amines or alcohols mediated by cerium(III) chloride. The products were obtained in good yields and with high regio- and stereoselectivities. cerium chloride - vinylic chalcogenides - hydrochalcogenation - selenium - tellurium

  乙烯基硫族化物是通过氯化铈（III）介导的炔丙基胺或醇的氢化硫属反应立体定向合成的。以高收率和高区域选择性和立体选择性获得产物。 氯化铈-乙烯基硫属元素化物-加氢硫属化合物-硒-碲