2-(pent-2'-ynyl)cyclopentane-1,3-dione | 29850-14-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(pent-2'-ynyl)cyclopentane-1,3-dione
• 英文别名: 2-pent-2-ynylcyclopentane-1,3-dione
• CAS: 29850-14-4
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: FHOQQJPZEXYKDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(pent-2'-ynyl)cyclopentane-1,3-dione 在 Lindlar's catalyst 喹啉 、 盐酸 、 氢氧化钾 、 三甲基氯硅烷 、 碘 、 1,2-二溴乙烷 、 三乙胺 、 三苯基膦 、 氘 、 锌 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙腈 为溶剂， 反应 2.17h， 生成
  参考文献：
  名称：

  Efficient synthesis of [2H2]-tetrahydrodicranenone B and a 3-oxa-analogue resistant against β-oxidation

  摘要：

  A short efficient synthesis of two analogues of tetrahydrodicranenone B as well as a formal synthesis of tetrahydrodicranenone B (1) itself has been devised. The approach is based on an addition/elimination sequence of in situ prepared organocuprates to the iodocyclopentenone (9). The procedure is compatible with functionalised substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01484-9
• 作为产物：
  描述：

  1,3-环戊二酮 、 1-溴-2-戊炔 在 盐酸 、 sodium hydroxide 、 potassium carbonate 作用下， 以 水 为溶剂， 以35%的产率得到2-(pent-2'-ynyl)cyclopentane-1,3-dione
  参考文献：
  名称：

  Efficient synthesis of [2H2]-tetrahydrodicranenone B and a 3-oxa-analogue resistant against β-oxidation

  摘要：

  A short efficient synthesis of two analogues of tetrahydrodicranenone B as well as a formal synthesis of tetrahydrodicranenone B (1) itself has been devised. The approach is based on an addition/elimination sequence of in situ prepared organocuprates to the iodocyclopentenone (9). The procedure is compatible with functionalised substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01484-9

文献信息

• WO2007/4442
  申请人：——

  公开号：——

  公开（公告）日：——
• Efficient synthesis of [2H2]-tetrahydrodicranenone B and a 3-oxa-analogue resistant against β-oxidation
  作者：Ryan Lauchli、Wilhelm Boland

  DOI：10.1016/s0040-4020(02)01484-9

  日期：2003.1

  A short efficient synthesis of two analogues of tetrahydrodicranenone B as well as a formal synthesis of tetrahydrodicranenone B (1) itself has been devised. The approach is based on an addition/elimination sequence of in situ prepared organocuprates to the iodocyclopentenone (9). The procedure is compatible with functionalised substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.