2-Formyl-2-(3'-prop-1'-ynyl)cyclohexanone | 151813-15-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Formyl-2-(3'-prop-1'-ynyl)cyclohexanone
• 英文别名: 2-Oxo-1-prop-2-ynylcyclohexane-1-carbaldehyde
• CAS: 151813-15-9
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: PZZLTHXJNRVIKC-UHFFFAOYSA-N

物化性质

• 沸点：
  265.2±25.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Formyl-2-(3'-prop-1'-ynyl)cyclohexanone 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 56.25h， 生成 3-Methylene-6-oxo-spiro[4.5]decane-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of functionalised bicyclo[4.4.0] and spiro [5.4] compounds by tin-mediated radical cyclization

  摘要：

  Functionalised bicyclo[4.4.0] system 5, and spiro[5.4] system 10 were synthesised from the bispropargyl compound 3 and the monopropargyl compound 6 by tin-mediated radical cyclization. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00735-7
• 作为产物：
  描述：

  3-溴丙炔 、 Cyclohexanone-2-carbaldehyde 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 6.5h， 以60%的产率得到2-Formyl-2-(3'-prop-1'-ynyl)cyclohexanone
  参考文献：
  名称：

  Synthesis of functionalised bicyclo[4.4.0] and spiro [5.4] compounds by tin-mediated radical cyclization

  摘要：

  Functionalised bicyclo[4.4.0] system 5, and spiro[5.4] system 10 were synthesised from the bispropargyl compound 3 and the monopropargyl compound 6 by tin-mediated radical cyclization. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00735-7

文献信息

• Stereocontrolled synthesis of angularly fused tricyclic systems by tin-mediated radical cyclization
  作者：Selvasekaran Janardhanam、Ponnusamy Shanmugam、Krishnamoorthy Rajagopalan

  DOI：10.1021/jo00079a023

  日期：1993.12

  Two efficient pathways for the stereocontrolled synthesis of functionalized, angularly fused tricyclic carbocycles from readily available 2-formylcycloalkanones are described. Tricyclo[7.4.0.0(4,9)]tridecane 13, tricyclo[7.5.0.0(4,9)]tetradecane 16, and tricyclo[7.3.0.0(4,9)]dodecanes 20 and 21 were synthesized by means of path A. Path B is highly convergent, is 95% stereoselective, and leads to a tricyclo-[7.4.0.0(4,9)]tridecane skeleton 29.
• Synthesis of functionalised bicyclo[4.4.0] and spiro [5.4] compounds by tin-mediated radical cyclization
  作者：Ponnusamy Shanmugam、Rajagopal Srinivasan、Krishnamoorthy Rajagopalan

  DOI：10.1016/s0040-4020(97)00735-7

  日期：1997.8

  Functionalised bicyclo[4.4.0] system 5, and spiro[5.4] system 10 were synthesised from the bispropargyl compound 3 and the monopropargyl compound 6 by tin-mediated radical cyclization. (C) 1997 Elsevier Science Ltd.