3-methoxymethyl-2-cyclohexen-1-one | 1025739-68-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methoxymethyl-2-cyclohexen-1-one
• 英文别名: 3-(Methoxymethyl)cyclohex-2-en-1-one；3-(methoxymethyl)cyclohex-2-en-1-one
• CAS: 1025739-68-7
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: IDQNPKOJOITCJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  3-methoxymethyl-2-cyclohexen-1-one 在 4-二甲氨基吡啶 、 碘 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以40%的产率得到2-iodo-3-(methoxymethyl)cyclohex-2-en-1-one
  参考文献：
  名称：

  Synthesis of an epoxyquinol analog: efficient methodology for the insertion of side chains into cyclohexenone cores

  摘要：

  A novel epoxyquinol analog was prepared by molecular simplification of monomeric and dimeric scaffolds. A feasible methodology for the insertion of side chains into cyclohexenone skeleton was developed. Insertion of the hydroxymethyl side chain was achieved through alpha-sulfonylcarbanion chemistry. The alkenyl chain was inserted through palladium cross-coupling strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.138
• 作为产物：
  描述：

  在 氢氟酸 、 水 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以87%的产率得到3-methoxymethyl-2-cyclohexen-1-one
  参考文献：
  名称：

  Synthesis of an epoxyquinol analog: efficient methodology for the insertion of side chains into cyclohexenone cores

  摘要：

  A novel epoxyquinol analog was prepared by molecular simplification of monomeric and dimeric scaffolds. A feasible methodology for the insertion of side chains into cyclohexenone skeleton was developed. Insertion of the hydroxymethyl side chain was achieved through alpha-sulfonylcarbanion chemistry. The alkenyl chain was inserted through palladium cross-coupling strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.138

文献信息

• Steric Control in the Thermal Rearrangement of a Bicyclo[3.1.0]hex-2-ene Substituted at a Radical-Nonstabilizing Position
  作者：William von Eggers Doering、Xin Zhao

  DOI：10.1021/ja7104812

  日期：2008.5.1

  Introduction into the long-known bicyclo[3.1.0]hex-2-ene system of a large substituent in an electronically inactive, interconnected pair of positions brings to light the importance of sterics as a major factor in the determination of products. Far from the "flat" surface that so well describes the caldera of diradicals of the archetype, a "bumpy" surface is required as the conceptual scheme. The relief

  将大取代基引入到众所周知的双环 [3.1.0] 己-2-烯系统中，在电子惰性的、相互连接的一对位置揭示了空间作为确定产物的主要因素的重要性。远离“平坦”的表面，它很好地描述了原型双自由基的火山口，需要一个“凹凸不平”的表面作为概念方案。“压缩”应变的消除有助于解释对平衡时动力学和组成的巨大影响。
• Synthesis of an epoxyquinol analog: efficient methodology for the insertion of side chains into cyclohexenone cores
  作者：Viviana Heguaburu、Valeria Schapiro、Enrique Pandolfi

  DOI：10.1016/j.tetlet.2010.10.138

  日期：2010.12

  A novel epoxyquinol analog was prepared by molecular simplification of monomeric and dimeric scaffolds. A feasible methodology for the insertion of side chains into cyclohexenone skeleton was developed. Insertion of the hydroxymethyl side chain was achieved through alpha-sulfonylcarbanion chemistry. The alkenyl chain was inserted through palladium cross-coupling strategy. (C) 2010 Elsevier Ltd. All rights reserved.