(1Z,3Z)-1,4-diiodo-2-hexyl-1-(trimethylsilyl)-1,3-decadiene | 495387-25-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1Z,3Z)-1,4-diiodo-2-hexyl-1-(trimethylsilyl)-1,3-decadiene
• 英文别名: [(1Z,3Z)-2-hexyl-1,4-diiododeca-1,3-dienyl]-trimethylsilane
• CAS: 495387-25-2
• 化学式: C₁₉H₃₆I₂Si
• 分子量: 546.389
• InChiKey: VPAAXKGDIDGZPW-JQNBNMKOSA-N

物化性质

• 沸点：
  433.8±40.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.81
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  (1Z,3Z)-1,4-diiodo-2-hexyl-1-(trimethylsilyl)-1,3-decadiene 在 碘 、 叔丁基锂 、 silver nitrate 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 3.5h， 生成 (E,9E)-7-butyl-9-(1-iodoethylidene)pentadec-7-ene
  参考文献：
  名称：

  Efficient and General Synthetic Approach to Pentasubstituted Conjugated Dienes Using Site-Selective Coupling of Cuprates with 1,4-Diiodo-1,3-alkadienes as the Key Reaction C.D. would like to thank the Japan Society for the Promotion of Science (JSPS) for financial support.

  摘要：

  DOI：

  10.1002/1521-3773(20020816)41:16<3023::aid-anie3023>3.0.co;2-n
• 作为产物：
  描述：

  trimethyl(oct-1-yn-1-yl)silane 、 1-辛炔 在 titanium(IV) isopropylate 、 异丙基氯化镁 、 碘 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到(1Z,3Z)-1,4-diiodo-2-hexyl-1-(trimethylsilyl)-1,3-decadiene
  参考文献：
  名称：

  Efficient and General Synthetic Approach to Pentasubstituted Conjugated Dienes Using Site-Selective Coupling of Cuprates with 1,4-Diiodo-1,3-alkadienes as the Key Reaction C.D. would like to thank the Japan Society for the Promotion of Science (JSPS) for financial support.

  摘要：

  DOI：

  10.1002/1521-3773(20020816)41:16<3023::aid-anie3023>3.0.co;2-n

文献信息

• Site-Selective Pd-Catalyzed Coupling of 1,4-Diiodo-1,3-alkadienes with Grignard Reagents and Its Application to the Synthesis of Fulvenes
  作者：Minoru Uemura、Yuuki Takayama、Fumie Sato

  DOI：10.1021/ol0478032

  日期：2004.12.1

  [reaction: see text] The coupling reaction of 1,4-diiodo-1,3-alkadienes with a Grignard reagent in the presence of a catalytic amount of Pd(PPh3)4 proceeded with excellent site-selectivity. Synthetic application of the reaction was demonstrated by a regio- and stereoselective synthesis of 1,3,6-trisubstituted fulvenes.

  [反应：见正文]在催化量的Pd（PPh3）4存在下，1,4-二碘-1,3-链二烯与格利雅试剂的偶联反应具有出色的位点选择性。通过1,3,6-三取代的富烯的区域和立体选择性合成证明了该反应的合成应用。
• Site-Selective Iodine−Magnesium Exchange Reaction of 1,4-Diiodo-1,3-Alkadienes by an Organomagnesium Ate Complex, and Its Application to Synthesis of Polysubstituted Styrenes and Phenols
  作者：Kohki Fukuhara、Yuuki Takayama、Fumie Sato

  DOI：10.1021/ja0353513

  日期：2003.6.1

  When 1,4-diiodo-1,3-alkadienes were treated with i-PrBu2MgLi, highly site-selective iodine-magnesium exchange reaction took place to afford, after the reaction with electrophiles, a variety of 1-iodo-1,3-alkadiene derivatives. Synthetic utility of the reaction was demonstrated by an efficient preparation of polysubstituted styrenes and phenols.
• Efficient and General Synthetic Approach to Pentasubstituted Conjugated Dienes Using Site-Selective Coupling of Cuprates with 1,4-Diiodo-1,3-alkadienes as the Key Reaction C.D. would like to thank the Japan Society for the Promotion of Science (JSPS) for financial support.
  作者：Ryota Nakajima、Christophe Delas、Yuuki Takayama、Fumie Sato

  DOI：10.1002/1521-3773(20020816)41:16<3023::aid-anie3023>3.0.co;2-n

  日期：2002.8.16