1,1-dibromo-2-(1-phenylethenyl)cyclopropane | 96288-20-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1-dibromo-2-(1-phenylethenyl)cyclopropane
• 英文别名: 1-(2,2-dibromocyclopropyl)ethenylbenzene
• CAS: 96288-20-9
• 化学式: C₁₁H₁₀Br₂
• 分子量: 302.008
• InChiKey: KTLRHGSOMYBMGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1-dibromo-2-(1-phenylethenyl)cyclopropane 、 甲基锂 以78%的产率得到
  参考文献：
  名称：

  HOLM, K. H.;SKATTEBOL, L., ACTA CHEM. SCAND., 1984, 38, N 9, 783-794

  摘要：

  DOI：
• 作为产物：
  描述：

  (2,2-Dibromo-cyclopropyl)-phenyl-methanone 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 50.0 ℃ 、20.0 kPa 条件下， 反应 3.5h， 生成 1,1-dibromo-2-(1-phenylethenyl)cyclopropane
  参考文献：
  名称：

  Photochemical Reduction of gem-Dihalocyclopropanes. III. Debromination of Some Compounds Containing Two 1,1-Dibromocyclopropane Moieties.

  摘要：

  2,2,2',2'-Tetrabromo-1-phenylbicyclopropyl and 1,1-dibromo-2-(2,2-dibromocyclopropyl)methyl-2-phenylcyclopropane have been synthesized, analyzed by X-ray crystallographic techniques, and exposed to acetone-sensitized irradiation. The former compound, which was obtained as a single diastereoisomer, gave a product mixture consisting of an undisclosed number of the corresponding tribromides resulting from reduction at either ring. The latter tetrabromide was separated into its diastereoisomers, which were irradiated separately. One of the diastereoisomers gave a mixture of tribromides caused by reduction at either ring, whereas the other isomer was reduced regioselectively at the phenyl-substituted ring and gave a mixture of cis- and trans-1-bromo-2-(2,2-dibromocyclopropyl) methyl-2-phenylcyclopropane.

  DOI：

  10.3891/acta.chem.scand.53-0417

文献信息

• Holm, Kjetil H.; Skatteboel, Lars, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1984, vol. 38, # 9, p. 783 - 794
  作者：Holm, Kjetil H.、Skatteboel, Lars

  DOI：——

  日期：——