methyl 3-oxo-1-propionylcyclohexane-1-carboxylate | 877776-40-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl 3-oxo-1-propionylcyclohexane-1-carboxylate
• 英文别名: Methyl 3-oxo-1-propanoylcyclohexane-1-carboxylate
• CAS: 877776-40-4
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: XWMSNSBJRJUZTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-oxo-1-propionylcyclohexane-1-carboxylate 在 potassium tert-butylate 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 5-(2-Ethyl-oxiranyl)-1-oxa-spiro[2.5]octane-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and Structure of Hydroxyl Acids of General Structure 7,7-Alkenyl/alkynyl-5-hydroxymethyl-6-oxabicyclo[3.2.1]octane- 1-carboxylic Acid

  摘要：

  [Graphics]The open-ended hollow tubular structure formed by inclusion of water molecules in the packing of the hydroxyl acid 1 (R-1 = CH2OH, R-2 = ethyl groups) led to the synthesis and structural study of their unsaturated analogues. In this article we report on a general and practical large-scale synthesis of hydroxyl acids that possess alkenyl and alkynyl appendages. Substitution of the ethyl groups in I with unsaturated two-carbon appendages has a different effect on the molecular structure and on the hydrogen-bonding pattern. No variation has been induced by Substitution of only one ethyl group with a vinyl one, although the substitution of both ethyl groups with vinyl or acetylene appendages has the greatest effect on the molecular structure and results in different hydrogen-bonding motifs.

  DOI：

  10.1021/jo052237p
• 作为产物：
  描述：

  methyl 4-propionyl-1-oxaspiro[2.4]heptane-4-carboxylate 在 lithium iodide 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以78%的产率得到methyl 3-oxo-1-propionylcyclohexane-1-carboxylate
  参考文献：
  名称：

  Synthesis and Structure of Hydroxyl Acids of General Structure 7,7-Alkenyl/alkynyl-5-hydroxymethyl-6-oxabicyclo[3.2.1]octane- 1-carboxylic Acid

  摘要：

  [Graphics]The open-ended hollow tubular structure formed by inclusion of water molecules in the packing of the hydroxyl acid 1 (R-1 = CH2OH, R-2 = ethyl groups) led to the synthesis and structural study of their unsaturated analogues. In this article we report on a general and practical large-scale synthesis of hydroxyl acids that possess alkenyl and alkynyl appendages. Substitution of the ethyl groups in I with unsaturated two-carbon appendages has a different effect on the molecular structure and on the hydrogen-bonding pattern. No variation has been induced by Substitution of only one ethyl group with a vinyl one, although the substitution of both ethyl groups with vinyl or acetylene appendages has the greatest effect on the molecular structure and results in different hydrogen-bonding motifs.

  DOI：

  10.1021/jo052237p

文献信息

• Synthesis and Structure of Hydroxyl Acids of General Structure 7,7-Alkenyl/alkynyl-5-hydroxymethyl-6-oxabicyclo[3.2.1]octane- 1-carboxylic Acid
  作者：Natalia Pérez-Hernández、Martín Febles、Cirilo Pérez、Ricardo Pérez、Matías L. Rodríguez、Concepción Foces-Foces、Julio D. Martín

  DOI：10.1021/jo052237p

  日期：2006.2.1

  [Graphics]The open-ended hollow tubular structure formed by inclusion of water molecules in the packing of the hydroxyl acid 1 (R-1 = CH2OH, R-2 = ethyl groups) led to the synthesis and structural study of their unsaturated analogues. In this article we report on a general and practical large-scale synthesis of hydroxyl acids that possess alkenyl and alkynyl appendages. Substitution of the ethyl groups in I with unsaturated two-carbon appendages has a different effect on the molecular structure and on the hydrogen-bonding pattern. No variation has been induced by Substitution of only one ethyl group with a vinyl one, although the substitution of both ethyl groups with vinyl or acetylene appendages has the greatest effect on the molecular structure and results in different hydrogen-bonding motifs.