(6Z,8Z)-tetradeca-6,8-diene | 34495-70-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (6Z,8Z)-tetradeca-6,8-diene
• 英文别名: tetradeca-6c,8c-diene
• CAS: 34495-70-0
• 化学式: C₁₄H₂₆
• 分子量: 194.36
• InChiKey: MQFIWEBAWCLIQO-XSYHWHKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  (4S,5R)-4-((E)-Hept-1-enyl)-5-pentyl-[1,3]dioxolan-2-one 在 四(三苯基膦)钯 、 正丁基氯化镁 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 (6Z,8Z)-tetradeca-6,8-diene 、 (E,E)-6,8-tetradecadiene
  参考文献：
  名称：

  Palladium-catalyzed and organozinc-promoted synthesis of dienes from allylic esters possessing an acyloxy or alkoxy group

  摘要：

  Organozinc and a Pd catalyst promoted formation of dienes from allylic esters possessing a leaving group such as acyloxy and alkoxy groups next to the allyl moiety. The reaction proceeded with high regio- and stereoselectivity when applied to secondary allylic substrates. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.146

文献信息

• Nickel-Catalyzed Electrochemical Couplings of Vinyl Halides:  Synthetic and Stereochemical Aspects
  作者：C. Cannes、S. Condon、M. Durandetti、J. Périchon、J.-Y. Nédélec

  DOI：10.1021/jo000182f

  日期：2000.7.1

  Homo- and cross-coupling involving alkenyl halides have been performed efficiently using an electroassisted nickel-complex catalysis. Valuable product such as conjugated dienes, beta,gamma- or gamma,delta-unsaturated esters, ketones, or nitriles, as well as alkenylated aryl compounds are thus prepared with high yields and high stereoselectivity. Partial isomerization is only observed in a few cases, when the alkenyl halide is involved in a late step of the catalytic cycle. This is the case in the preparation of (Z,Z)-1,3-diene.
• NORIN, TORBJORN;UNELIUS, C. RIKARD, ACTA CHEM. SCAND., 44,(1990) N, C. 106-107
  作者：NORIN, TORBJORN、UNELIUS, C. RIKARD

  DOI：——

  日期：——
• Palladium-catalyzed and organozinc-promoted synthesis of dienes from allylic esters possessing an acyloxy or alkoxy group
  作者：Hatsuhiko Hattori、Masahiro Katsukawa、Yuichi Kobayashi

  DOI：10.1016/j.tetlet.2005.06.146

  日期：2005.8

  Organozinc and a Pd catalyst promoted formation of dienes from allylic esters possessing a leaving group such as acyloxy and alkoxy groups next to the allyl moiety. The reaction proceeded with high regio- and stereoselectivity when applied to secondary allylic substrates. (c) 2005 Elsevier Ltd. All rights reserved.