(7Z)-Vitamin A | 6018-74-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (7Z)-Vitamin A
• 英文别名: (2E,4E,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraen-1-ol
• CAS: 6018-74-2
• 化学式: C₂₀H₃₀O
• 分子量: 286.458
• InChiKey: FPIPGXGPPPQFEQ-LYJDTWPQSA-N

物化性质

• 沸点：
  421.2±14.0 °C(Predicted)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (7Z)-Vitamin A 、 棕榈酰氯 在 吡啶 作用下， 生成 [(2E,4E,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] hexadecanoate
  参考文献：
  名称：

  Preparation of (7Z) - and (7Z,11Z) - vitamin A

  摘要：

  An efficient access to (7Z)- and (7Z,11Z)-vitamin A is described. Following the addition of a C6-acetylenic building block to 2,6,6-trimethylcyclohexanone (2), dehydration of the tert. alcohol 3 and formation of the C15-Wittig salt, the (7Z)-geometry was introduced by partial hydrogenation of the triple bond over Raney-nickel. Following Wittig reaction with (E)-2-methyl-4-acetoxy-2-butenal gave a mixture of the title compounds 8 and 9 which could easily be separated.

  DOI：

  10.1016/s0040-4039(00)79878-9
• 作为产物：
  描述：

  2,2,6-三甲基环己酮 在 Ra-Ni 盐酸 、 sodium hydroxide 、 正丁基锂 、 硫酸 、 氢气 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 生成 (7Z)-Vitamin A
  参考文献：
  名称：

  Preparation of (7Z) - and (7Z,11Z) - vitamin A

  摘要：

  An efficient access to (7Z)- and (7Z,11Z)-vitamin A is described. Following the addition of a C6-acetylenic building block to 2,6,6-trimethylcyclohexanone (2), dehydration of the tert. alcohol 3 and formation of the C15-Wittig salt, the (7Z)-geometry was introduced by partial hydrogenation of the triple bond over Raney-nickel. Following Wittig reaction with (E)-2-methyl-4-acetoxy-2-butenal gave a mixture of the title compounds 8 and 9 which could easily be separated.

  DOI：

  10.1016/s0040-4039(00)79878-9

文献信息

• Preparation of (7Z) - and (7Z,11Z) - vitamin A
  作者：Milan Soukup、Erich Widmer

  DOI：10.1016/s0040-4039(00)79878-9

  日期：1991.8

  An efficient access to (7Z)- and (7Z,11Z)-vitamin A is described. Following the addition of a C6-acetylenic building block to 2,6,6-trimethylcyclohexanone (2), dehydration of the tert. alcohol 3 and formation of the C15-Wittig salt, the (7Z)-geometry was introduced by partial hydrogenation of the triple bond over Raney-nickel. Following Wittig reaction with (E)-2-methyl-4-acetoxy-2-butenal gave a mixture of the title compounds 8 and 9 which could easily be separated.