(E)-1-phenylseleno-1-octene | 60466-44-6

• 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: (E)-1-phenylseleno-1-octene
• 英文别名: [(1E)-oct-1-en-1-ylseleno]benzene；[(E)-oct-1-enyl]selanylbenzene
• CAS: 60466-44-6
• 化学式: C₁₄H₂₀Se
• 分子量: 267.273
• InChiKey: LZHBBMPKOJWBTJ-JLHYYAGUSA-N

物化性质

• 沸点：
  320.3±15.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  (E)-1-phenylseleno-1-octene 在 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以77%的产率得到(1E)-oct-1-en-1-yl phenyl selenone
  参考文献：
  名称：

  Preparation of both enantiomers of cyclopropane derivatives from the reaction of vinyl selenones with di-(−)-bornyl malonate

  摘要：

  The reaction of vinyl selenones with di-(-)-bornyl malonate and sodium hydride occurred with low diastereoselectivity and afforded a mixture of two diastereomeric cyclopropane derivatives in comparable yields. These, however, could be easily separated by chromatography. Removal of the bornyl group afforded highly enantiomerically enriched cyclopropanes. An example of the simple conversions of these cyclopropanes into useful cyclopropane alpha-amino acids is also illustrated. The syntheses of several vinyl selenides and selenones are also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.019
• 作为产物：
  描述：

  苯硒酚 在 六甲基磷酰三胺 、 sodium hydride 作用下， 生成 (E)-1-phenylseleno-1-octene
  参考文献：
  名称：

  The reaction of selenophosphonates with carbonyl compounds. Vinylic selenides

  摘要：

  DOI：

  10.1016/s0022-328x(00)90648-x

文献信息

• Highly regioselective hydroselenation of inactivated terminal alkynes using diselenide–Ph2P(O)H mixed systems under visible-light irradiation
  作者：Yohsuke Kobiki、Shin-ichi Kawaguchi、Akiya Ogawa

  DOI：10.1016/j.tetlet.2013.07.127

  日期：2013.10

  Upon visible-light irradiation, we could achieve a highly regioselective hydroselenation of inactivated terminal alkynes to give 1-(organylseleno)-1-alkenes by using diselenide-Ph2P(O)H mixed systems. The photoinduced hydroselenation presented in this study is advantageous as it does not involve the handling of oxygen-sensitive and foul-smelling selenols. (C) 2013 Elsevier Ltd. All rights reserved.
• Preparation of (Z)- and (E)-vinyl selenides utilizing vinylboronic acids and vinylboronic esters in ionic liquids
  作者：George W. Kabalka、Bollu Venkataiah

  DOI：10.1016/s0040-4039(02)00610-x

  日期：2002.5

  Vinylboronic acids and vinylboronic esters react with phenylselenyl chloride in ionic liquids to generate vinyl selenides stereospecifically. (C) 2002 Elsevier Science Ltd. All rights reserved.
• STEFANI, HELIO ALEXANDRE;MARCUZO, DO CANTO CAVALHEIRO MARILENE;VALDIR, CO+, AN. ACAD. BRAS. CIENC., 61,(1989) N, C. 37-47
  作者：STEFANI, HELIO ALEXANDRE、MARCUZO, DO CANTO CAVALHEIRO MARILENE、VALDIR, CO+

  DOI：——

  日期：——
• Preparation of both enantiomers of cyclopropane derivatives from the reaction of vinyl selenones with di-(−)-bornyl malonate
  作者：Luana Bagnoli、Catalina Scarponi、Lorenzo Testaferri、Marcello Tiecco

  DOI：10.1016/j.tetasy.2009.05.019

  日期：2009.7

  The reaction of vinyl selenones with di-(-)-bornyl malonate and sodium hydride occurred with low diastereoselectivity and afforded a mixture of two diastereomeric cyclopropane derivatives in comparable yields. These, however, could be easily separated by chromatography. Removal of the bornyl group afforded highly enantiomerically enriched cyclopropanes. An example of the simple conversions of these cyclopropanes into useful cyclopropane alpha-amino acids is also illustrated. The syntheses of several vinyl selenides and selenones are also described. (C) 2009 Elsevier Ltd. All rights reserved.
• The reaction of selenophosphonates with carbonyl compounds. Vinylic selenides
  作者：J.V. Comasseto、N. Petragnani

  DOI：10.1016/s0022-328x(00)90648-x

  日期：1978.6