3-(3,5-dibromophenyl)-1-phenylprop-2-en-1-one | 607740-07-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(3,5-dibromophenyl)-1-phenylprop-2-en-1-one
• CAS: 607740-07-8
• 化学式: C₁₅H₁₀Br₂O
• 分子量: 366.052
• InChiKey: GHXBHDXIRWXIPN-UHFFFAOYSA-N

物化性质

• 沸点：
  441.7±45.0 °C(Predicted)
• 密度：
  1.647±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(3,5-dibromophenyl)-1-phenylprop-2-en-1-one 在 ammonium acetate 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  The synthesis and structures of arene-substituted azadipyrromethenes

  摘要：

  We present the synthesis of several azadipyrromethenes with four peripheral arene units which can be readily generated via the well-established chalcone synthetic method. The stability and yields of these azadipyrromethenes is highly dependent on the nature of the arene substituent, with the bis-pyridine systems exhibiting the highest degree of instability. The structures of several of the compounds and their BF2 adducts are presented; intramolecular hydrogen bonding is observed in the free base ADPMs. We also present a study into the absorption and emission properties of the ADPMs and their BF2 adducts and observe that they are also highly dependent on the identity of the substituents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.09.034
• 作为产物：
  描述：

  3,5-二溴苯甲醛 、 苯甲酰基亚甲基三苯基膦 以 二氯甲烷 为溶剂， 反应 3.5h， 以86%的产率得到3-(3,5-dibromophenyl)-1-phenylprop-2-en-1-one
  参考文献：
  名称：

  无溶剂条件下分子级接触对化学反应和自组装的重要性

  摘要：

  已经表明，当反应物在分子水平上混合时，无溶剂反应会加速。因此，通过蒸发反应物混合物的溶液获得的固体膜在研磨时或在简单地静置时进行容易的反应。与传统的无溶剂反应和溶液反应相比，这些方法的有效性是显而易见的。因此得出的结论是，一旦反应物之间形成分子级接触，反应在无溶剂条件下比在溶液中更有效。由于这种预混合方法，实现了[2]轮烷的有效合成和Wittig反应的加速。

  DOI：

  10.1246/bcsj.80.1617

文献信息

• Enantioselective Copper‐Catalyzed Formal [2+1] and [4+1] Annulations of Diynes with Ketones via Carbonyl Ylides
  作者：Lin‐Jun Qi、Cui‐Ting Li、Zheng‐Qi Huang、Jia‐Tian Jiang、Xin‐Qi Zhu、Xin Lu、Long‐Wu Ye

  DOI：10.1002/anie.202210637

  日期：2022.10.24

  A copper-catalyzed asymmetric formal [2+1] and [4+1] annulation of diynes with ketones via carbonyl ylides is disclosed. This protocol enables the divergent, practical and atom-economical synthesis of a range of chiral oxiranes and dihydrofurans in moderate to excellent yields with generally excellent enantioselectivities and diastereoselectivities.

  公开了一种铜催化的不对称形式[2+1] 和[4+1] 二炔与酮通过羰基叶立德的环化。该协议使一系列手性环氧乙烷和二氢呋喃的不同、实用和原子经济的合成能够以中等至优异的产率，具有通常优异的对映选择性和非对映选择性。
• Importance of Molecular-Level Contacts under Solventless Conditions for Chemical Reactions and Self-Assembly
  作者：Akihiro Orita、Junji Okano、Genta Uehara、Lasheng Jiang、Junzo Otera

  DOI：10.1246/bcsj.80.1617

  日期：2007.8.15

  consequently that, once the molecular-level contacts are formed between reactants, the reaction occurs more efficiently under solventless conditions than in solution. Due to this pre-mixing method, efficient synthesis of [2]rotaxanes and rate acceleration of the Wittig reaction were achieved.

  已经表明，当反应物在分子水平上混合时，无溶剂反应会加速。因此，通过蒸发反应物混合物的溶液获得的固体膜在研磨时或在简单地静置时进行容易的反应。与传统的无溶剂反应和溶液反应相比，这些方法的有效性是显而易见的。因此得出的结论是，一旦反应物之间形成分子级接触，反应在无溶剂条件下比在溶液中更有效。由于这种预混合方法，实现了[2]轮烷的有效合成和Wittig反应的加速。
• The synthesis and structures of arene-substituted azadipyrromethenes
  作者：Kullapa Chanawanno、Abed Hasheminasab、James T. Engle、Christopher J. Ziegler

  DOI：10.1016/j.poly.2015.09.034

  日期：2015.11

  We present the synthesis of several azadipyrromethenes with four peripheral arene units which can be readily generated via the well-established chalcone synthetic method. The stability and yields of these azadipyrromethenes is highly dependent on the nature of the arene substituent, with the bis-pyridine systems exhibiting the highest degree of instability. The structures of several of the compounds and their BF2 adducts are presented; intramolecular hydrogen bonding is observed in the free base ADPMs. We also present a study into the absorption and emission properties of the ADPMs and their BF2 adducts and observe that they are also highly dependent on the identity of the substituents. (C) 2015 Elsevier Ltd. All rights reserved.