3-pentyl-1-<(trimethylsilyl)oxy>cyclohexene | 92210-69-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 3-pentyl-1-<(trimethylsilyl)oxy>cyclohexene
• 英文别名: 3-pentyl-1-[(trimethylsilyl)oxy]cyclohexene；Trimethyl[(3-pentylcyclohex-1-EN-1-YL)oxy]silane；trimethyl-(3-pentylcyclohexen-1-yl)oxysilane
• CAS: 92210-69-0
• 化学式: C₁₄H₂₈OSi
• 分子量: 240.461
• InChiKey: BLIUPKLTRKLCBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  258.4±8.0 °C(Predicted)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-pentyl-1-<(trimethylsilyl)oxy>cyclohexene 在 sodium hydroxide 、 二甲基硫 、 硼烷 、 双氧水 作用下， 生成 trans,trans-3-pentyl-1,2-cyclohexanediol
  参考文献：
  名称：

  Cyclohexane analogs of poison ivy and poison oak derivatives. A totally stereoselective synthesis of trans,trans-3-alkyl-1,2-cyclohexanediols.

  摘要：

  DOI：

  10.1016/s0040-4039(01)81216-8
• 作为产物：
  描述：

  三甲基氯硅烷 、 2-环己烯-1-酮 、 n-pentyl lithium 在 六甲基磷酰三胺 、 copper(l) iodide 、 三乙胺 作用下， 生成 3-pentyl-1-<(trimethylsilyl)oxy>cyclohexene
  参考文献：
  名称：

  Saturated analogs of poison ivy allergens. Synthesis of trans,trans- and cis,trans-3-alkyl-1,2-cyclohexanediols and sensitizing properties in allergic contact dermatitis

  摘要：

  Saturated analogues of poison ivy and oak allergens (3-alkylcatechols), i.e. trans,trans-3-alkyl-1,2-cyclohexanediols (alkyl = CH3, n-C5H11, n-C10H21, n-C15H31), have been prepared and used to sensitize guinea pigs. Only long-chain derivatives (carbon chain length greater than C10) are contact sensitizers. The sensitized animals cross-react to PDC (i.e. pentadecylcatechol, one of the allergens of poison ivy), but the converse is not true (PDC-sensitized animals do not react to cyclohexanediols). cis,trans-3-n-Pentadecyl-1,2-cyclohexanediol has also been synthesized and shown to be a sensitizer. There is not cross-reaction between trans,trans- and cis,trans-3-n-pentadecylcyclohexanediols, excluding a common skin metabolite.

  DOI：

  10.1021/jm00152a018

文献信息

• Cyclohexane analogs of poison ivy and poison oak derivatives. A totally stereoselective synthesis of trans,trans-3-alkyl-1,2-cyclohexanediols.
  作者：Jean-Pierre Lepoittevin、Claude Benezra

  DOI：10.1016/s0040-4039(01)81216-8

  日期：1984.1
• Saturated analogs of poison ivy allergens. Synthesis of trans,trans- and cis,trans-3-alkyl-1,2-cyclohexanediols and sensitizing properties in allergic contact dermatitis
  作者：Jean Pierre Lepoittevin、Claude Benezra

  DOI：10.1021/jm00152a018

  日期：1986.2

  Saturated analogues of poison ivy and oak allergens (3-alkylcatechols), i.e. trans,trans-3-alkyl-1,2-cyclohexanediols (alkyl = CH3, n-C5H11, n-C10H21, n-C15H31), have been prepared and used to sensitize guinea pigs. Only long-chain derivatives (carbon chain length greater than C10) are contact sensitizers. The sensitized animals cross-react to PDC (i.e. pentadecylcatechol, one of the allergens of poison ivy), but the converse is not true (PDC-sensitized animals do not react to cyclohexanediols). cis,trans-3-n-Pentadecyl-1,2-cyclohexanediol has also been synthesized and shown to be a sensitizer. There is not cross-reaction between trans,trans- and cis,trans-3-n-pentadecylcyclohexanediols, excluding a common skin metabolite.