(E)-2-Bromo-6-methyl-3-<1-propylidene>-1-cyclohexene | 146355-34-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (E)-2-Bromo-6-methyl-3-<1-propylidene>-1-cyclohexene
• 英文别名: (6E)-1-bromo-3-methyl-6-propylidenecyclohexene
• CAS: 146355-34-2
• 化学式: C₁₀H₁₅Br
• 分子量: 215.133
• InChiKey: KMTUTMIWNIFGIQ-RUDMXATFSA-N

物化性质

• 沸点：
  241.8±29.0 °C(predicted)
• 密度：
  1.297±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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)-2-Bromo-6-methyl-3-<1-propylidene>-1-cyclohexene 在 正丁基锂 、 tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 185.5h， 生成 (+/-)-(4S,6R,7R)-10-Propylidene-4-ethoxy-7-methyl-3-oxabicyclo<4.4.0>dec-1-ene
  参考文献：
  名称：

  The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids

  摘要：

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.

  DOI：

  10.1021/jo00098a017
• 作为产物：
  描述：

  2-Bromo-4-methyl-1-vinyl-2-cyclohexen-1-ol 在 4-二甲氨基吡啶 、 copper(l) iodide 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 21.67h， 生成 (E)-2-Bromo-6-methyl-3-<1-propylidene>-1-cyclohexene
  参考文献：
  名称：

  The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids

  摘要：

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.

  DOI：

  10.1021/jo00098a017

文献信息

• A stereoselective diene-transmissive [4 + 2]-cycloaddition strategy for the construction of the tetracyclic quassinoid framework
  作者：Claude Spino、Gang Liu

  DOI：10.1021/jo00056a008

  日期：1993.2

  The tetracyclic quassinoid framework was stereoselectively constructed using a diene-transmissive Diels-Alder reaction between the cyclic formyl-diene 13 and ethyl vinyl ether.
• The Diene-Transmissive [4 + 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids
  作者：Claude Spino、Gang Liu、Noah Tu、Suzanne Girard

  DOI：10.1021/jo00098a017

  日期：1994.9

  Complex intermediates to quassinoids', some optically active and containing many functional groups, were synthesized via a diene-transmissive Diels-Alder strategy. The stereochemistry of the key inter- and intramolecular cycloadditions was controlled by stereodefined groups on the preexisting C ring and on the tether.