1-(1,2-dibromocyclopropyl)cyclopent-2-en-1-ol | 269060-39-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1,2-dibromocyclopropyl)cyclopent-2-en-1-ol
• CAS: 269060-39-1
• 化学式: C₈H₁₀Br₂O
• 分子量: 281.975
• InChiKey: UZMLKOVEEJDSLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(1,2-dibromocyclopropyl)cyclopent-2-en-1-ol 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 3.0h， 以43%的产率得到1-(1,2-dibromocyclopropyl)cyclopenta-1,3-diene
  参考文献：
  名称：

  摘要：

  Cyclopent-2-en-1-one is a versatile electrophilic cyclopentadiene equivalent in reactions with 1-bromo-1-lithiocyclopropanes. The synthetic sequence (outlined in Scheme 1) has been applied to the synthesis of functionalized 7-X-7,8-dihydrocalicenes 13c (Scheme 3) and 13d (Scheme 4). 7-Bromo-7,8-dihydrocalicene (13d) is considered to be a promising precursor of the so far unknown parent calicene (2). A similar sequence has been realized for 7-(chloromethyl)-7,8-dihydrocalicene (21a, Scheme 5) which, under appropriate conditions, could give 7-methylcalicene (16).

  DOI：

  10.1002/(sici)1522-2675(20000315)83:3<571::aid-hlca571>3.0.co;2-m
• 作为产物：
  描述：

  2-环戊烯酮 、 1,1,2-tribromocyclopropane 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以18%的产率得到1-(1,2-dibromocyclopropyl)cyclopent-2-en-1-ol
  参考文献：
  名称：

  摘要：

  Cyclopent-2-en-1-one is a versatile electrophilic cyclopentadiene equivalent in reactions with 1-bromo-1-lithiocyclopropanes. The synthetic sequence (outlined in Scheme 1) has been applied to the synthesis of functionalized 7-X-7,8-dihydrocalicenes 13c (Scheme 3) and 13d (Scheme 4). 7-Bromo-7,8-dihydrocalicene (13d) is considered to be a promising precursor of the so far unknown parent calicene (2). A similar sequence has been realized for 7-(chloromethyl)-7,8-dihydrocalicene (21a, Scheme 5) which, under appropriate conditions, could give 7-methylcalicene (16).

  DOI：

  10.1002/(sici)1522-2675(20000315)83:3<571::aid-hlca571>3.0.co;2-m

文献信息

• ——
  作者：Ahmad Al-Dulayymi、Xiaoming Li、Markus Neuenschwander

  DOI：10.1002/(sici)1522-2675(20000315)83:3<571::aid-hlca571>3.0.co;2-m

  日期：2000.3.15

  Cyclopent-2-en-1-one is a versatile electrophilic cyclopentadiene equivalent in reactions with 1-bromo-1-lithiocyclopropanes. The synthetic sequence (outlined in Scheme 1) has been applied to the synthesis of functionalized 7-X-7,8-dihydrocalicenes 13c (Scheme 3) and 13d (Scheme 4). 7-Bromo-7,8-dihydrocalicene (13d) is considered to be a promising precursor of the so far unknown parent calicene (2). A similar sequence has been realized for 7-(chloromethyl)-7,8-dihydrocalicene (21a, Scheme 5) which, under appropriate conditions, could give 7-methylcalicene (16).