(1Z,3E)-2-decyl-1,4-diphenyl-1,3-butadiene | 138924-72-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (1Z,3E)-2-decyl-1,4-diphenyl-1,3-butadiene
• 英文别名: [(E,3Z)-3-benzylidenetridec-1-enyl]benzene
• CAS: 138924-72-8
• 化学式: C₂₆H₃₄
• 分子量: 346.556
• InChiKey: VEDSPIDGTCPBOV-LTTYQNBASA-N

物化性质

• 沸点：
  488.8±15.0 °C(Predicted)
• 密度：
  0.951±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.31
• 重原子数：
  26.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  1-十二炔 、 苯甲醛 生成 (1Z,3E)-2-decyl-1,4-diphenyl-1,3-butadiene 、 (1E,3E)-2-decyl-1,4-diphenyl-1,3-butadiene
  参考文献：
  名称：

  Reactions between tantalum- or niobium-alkyne complexes and carbonyl compounds

  摘要：

  A variety of tantalum-alkyne complexes are generated in situ by treatment of alkynes with low-valent tantalum derived from TaCl5 and zinc. These complexes add regioselectively to carbonyl compounds in a one-to-one fashion to yield (E)-allylic alcohols stereoselectively. Iodinolysis of the oxatantalacyclopentene, which is postulated as an intermediate of the reaction, gives a (Z)-3-iodo-2-propen-1-ol derivation. In contrast to tantalum-alkyne complexes, niobium-alkyne complexes, prepared with low-valent niobium derived from NbCl5 and zinc, add in situ to aldehydes in a one-to-two fashion to give 1,3-diene derivatives. The dienes are produced through (i) addition of the alkyne complexes with 2 equiv of aldehydes at cis vicinal positions of the alkenes and (ii) deoxygenative elimination of 2,7-dioxanioba-4-cycloheptene complexes.

  DOI：

  10.1021/jo00033a015

文献信息

• Reactions between tantalum- or niobium-alkyne complexes and carbonyl compounds
  作者：Yasutaka Kataoka、Jiro Miyai、Koichiro Oshima、Kazuhiko Takai、Kiitiro Utimoto

  DOI：10.1021/jo00033a015

  日期：1992.3

  A variety of tantalum-alkyne complexes are generated in situ by treatment of alkynes with low-valent tantalum derived from TaCl5 and zinc. These complexes add regioselectively to carbonyl compounds in a one-to-one fashion to yield (E)-allylic alcohols stereoselectively. Iodinolysis of the oxatantalacyclopentene, which is postulated as an intermediate of the reaction, gives a (Z)-3-iodo-2-propen-1-ol derivation. In contrast to tantalum-alkyne complexes, niobium-alkyne complexes, prepared with low-valent niobium derived from NbCl5 and zinc, add in situ to aldehydes in a one-to-two fashion to give 1,3-diene derivatives. The dienes are produced through (i) addition of the alkyne complexes with 2 equiv of aldehydes at cis vicinal positions of the alkenes and (ii) deoxygenative elimination of 2,7-dioxanioba-4-cycloheptene complexes.