6-methyltricyclo[4.4.0.0^1,5]-9-decanone | 72814-74-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-methyltricyclo[4.4.0.0^1,5]-9-decanone
• 英文别名: 6-Methyltricyclo[4.4.0.01,5]decan-9-one
• CAS: 72814-74-5
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: PTCFJNLPUXZOOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  [(1S,8aR)-8a-methyl-6-oxo-1,2,3,4,7,8-hexahydronaphthalen-1-yl] 4-methylbenzenesulfonate 生成 6-methyltricyclo[4.4.0.0^1,5]-9-decanone
  参考文献：
  名称：

  HANNAH D. J.; SMITH R. A. J.; TEOH I.; WEAVERS R. T., AUSTRAL. J. CHEM., 1981, 34, NO 1, 181-188

  摘要：

  DOI：

文献信息

• The mechanism of organocuprate conjugate addition reactions1. Electrochemical reduction of (±)--5-mesyloxy-10-methyl-1(9)-octal-2-one
  作者：Robin A.J Smith、Donald J Hannah

  DOI：10.1016/s0040-4039(00)78845-9

  日期：1980.1

  Electrochemical reduction of the title compound (1) in nonaqueous solvent results in intramolecular displacement of the mesyloxy group to give the tricyclic ketone (2). The implications for the mechanism of organo-cuprate reactions are discussed.

  标题化合物（1）在非水溶剂中的电化学还原导致甲磺酰氧基的分子内置换，得到三环酮（2）。讨论了有机-铜酸盐反应机理的含义。
• Vellekoop, A. Samuel; Smith, Robin A. J., Journal of the American Chemical Society, 1994, vol. 116, # 7, p. 2902 - 2913
  作者：Vellekoop, A. Samuel、Smith, Robin A. J.

  DOI：——

  日期：——
• Some Observations on the Mechanism of Diorganocuprate 1,4-Addition Reactions with α,β-Unsaturated Ketones:  Effects of Diethyl Ether in Reactions of Butylcoppers in Toluene
  作者：Celia L. Kingsbury、Robin A. J. Smith

  DOI：10.1021/jo970316y

  日期：1997.7.1

  Mixtures of butyllithium and copper iodide prepared in toluene react with alpha,beta-unsaturated ketones predominantly in a 1,2-fashion. Addition of 2 equiv of diethyl ether to the system results in a dramatic preference for the 1,4-product, as found normally with diorganocuprates in ethereal solvents. These results are in accordance with the theoretical predictions that a suitable ligand is required to facilitate the stabilization of a formally copper(III) reaction intermediate on the 1,4-addition mechanistic pathway.
• SMITH, ROBIN A. J.;VELLEKOOP, A. SAMUEL, TETRAHEDRON, 45,(1989) N, C. 517-522
  作者：SMITH, ROBIN A. J.、VELLEKOOP, A. SAMUEL

  DOI：——

  日期：——