trans,trans-3-decyl-1,2-cyclohexanediol | 92210-73-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans,trans-3-decyl-1,2-cyclohexanediol
• CAS: 92210-73-6
• 化学式: C₁₆H₃₂O₂
• 分子量: 256.429
• InChiKey: RXTVYHKZWOJJCB-PMPSAXMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  18.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-环己烯-1-酮 在 sodium hydroxide 、 二甲基硫 、 硼烷 、 双氧水 作用下， 反应 2.25h， 生成 trans,trans-3-decyl-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

文献信息

• 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.