1-ethylcyclobutyl (1-ethylcyclopropyl)methyl ether | 1194258-26-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-ethylcyclobutyl (1-ethylcyclopropyl)methyl ether
• 英文别名: DY-4-96；1-Ethyl-1-[(1-ethylcyclopropyl)methoxy]cyclobutane
• CAS: 1194258-26-8
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: MOMZJTBZGZRMIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (1-ethylcyclopropyl)methanol 在 吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以74%的产率得到1-ethylcyclobutyl (1-ethylcyclopropyl)methyl ether
  参考文献：
  名称：

  Two Approaches to Diverting the Course of a Free-Radical Cyclization: Application of Cyclopropylcarbinyl Radical Fragmentations and Allenes as Radical Acceptors

  摘要：

  Free radical cyclization of 4 and 7 gave the expected cyclization-reduction products (5 and 8) along with considerable amounts of products derived from a cyclization-atom transfer-secondary cyclization process (6 and 9). Two approaches to avoiding these unexpected products were explored. Use of a cyclopropylcarbinyl fragmentation avoided the secondary cyclization reaction (25 or 43 -> 26 or 44), whereas use of an allene as a radical acceptor avoided the atom-transfer reaction altogether (49 -> 52).

  DOI：

  10.1021/jo901834q

文献信息

• Two Approaches to Diverting the Course of a Free-Radical Cyclization: Application of Cyclopropylcarbinyl Radical Fragmentations and Allenes as Radical Acceptors
  作者：Dexi Yang、Valerie Cwynar、Matthew G. Donahue、David J. Hart、Grace Mbogo

  DOI：10.1021/jo901834q

  日期：2009.11.20

  Free radical cyclization of 4 and 7 gave the expected cyclization-reduction products (5 and 8) along with considerable amounts of products derived from a cyclization-atom transfer-secondary cyclization process (6 and 9). Two approaches to avoiding these unexpected products were explored. Use of a cyclopropylcarbinyl fragmentation avoided the secondary cyclization reaction (25 or 43 -> 26 or 44), whereas use of an allene as a radical acceptor avoided the atom-transfer reaction altogether (49 -> 52).