2-(hydroxymethylidene)cyclohexan-1-one | 74590-75-3

• 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: 2-(hydroxymethylidene)cyclohexan-1-one
• 英文别名: 2-(((Trimethylsilyl)oxy)methylene)cyclohexanone；(2Z)-2-(trimethylsilyloxymethylidene)cyclohexan-1-one
• CAS: 74590-75-3
• 化学式: C₁₀H₁₈O₂Si
• 分子量: 198.337
• InChiKey: KUWISAFKUKBJFU-HJWRWDBZSA-N

物化性质

• 沸点：
  225.0±29.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(hydroxymethylidene)cyclohexan-1-one 、 [(1Z,3E)-7-chloro-1-ethoxy-3-trimethylsilyloxyhepta-1,3-dienoxy]-trimethylsilane 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以33%的产率得到ethyl 3-(3-chloropropyl)-5,6,7,8-tetrahydro-2-hydroxynaphthalene-1-carboxylate
  参考文献：
  名称：

  Synthesis of functionalized benzopyrans by sequential [3+3]-cyclization—Williamson reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes

  摘要：

  Functionalized benzopyrans were regioselectively prepared by [3+3]-cyclization of 1,3-bis(trimethylsilyloxy)-7-chloro-hepta-1,3-dienes with 3-silyloxy-2-eno-1-ones and Subsequent intramolecular Williamson reactions of the salicylates thus formed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.12.009

文献信息

• Synthesis of dibenzo[b,d]pyran-6-ones based on a ‘[3+3] cyclization–Suzuki cross-coupling’ strategy
  作者：Van Thi Hong Nguyen、Peter Langer

  DOI：10.1016/j.tetlet.2004.12.030

  日期：2005.2

  Functionalized dibenzo[b,d]pyran-6-ones were prepared by sequential '[3+3] cyclization-Suzuki cross-coupling' reactions. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis of functionalized benzopyrans by sequential [3+3]-cyclization—Williamson reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes
  作者：Van Thi Hong Nguyen、Peter Langer

  DOI：10.1016/j.tetlet.2004.12.009

  日期：2005.1

  Functionalized benzopyrans were regioselectively prepared by [3+3]-cyclization of 1,3-bis(trimethylsilyloxy)-7-chloro-hepta-1,3-dienes with 3-silyloxy-2-eno-1-ones and Subsequent intramolecular Williamson reactions of the salicylates thus formed. (C) 2004 Elsevier Ltd. All rights reserved.