1-(4-bromophenyl)-1,3-butanedione | 150444-51-2

• 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-(4-bromophenyl)-1,3-butanedione
• 英文别名: (Z)-4-(4-bromophenyl)-4-hydroxybut-3-en-2-one
• CAS: 150444-51-2
• 化学式: C₁₀H₉BrO₂
• 分子量: 241.084
• InChiKey: HPMLNAUGJOJXLT-POHAHGRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-1,3-butanedione 、 三丁基乙烯基锡 在 吡啶 、 四(三苯基膦)钯 、 2,6-二叔丁基-4-甲基苯酚 、 氟化氢吡啶 作用下， 生成 1-(4-乙烯基苯基)-1,3-丁二酮
  参考文献：
  名称：

  Synthesis of functionalized styrenes via palladium-catalyzed coupling of aryl bromides with vinyl tin reagents

  摘要：

  DOI：

  10.1021/jo00379a020
• 作为产物：
  描述：

  对溴苯甲酸甲酯 、 丙酮 在 sodium hydride 作用下， 生成 1-(4-bromophenyl)-1,3-butanedione
  参考文献：
  名称：

  Synthesis of functionalized styrenes via palladium-catalyzed coupling of aryl bromides with vinyl tin reagents

  摘要：

  DOI：

  10.1021/jo00379a020

文献信息

• Photo‐Catalyzed Acyl Azolium Promoted Selective <i>α</i>‐C(sp³)−H Acylation of Acetone via HAT: Access to Thermodynamically Less Favoured (<i>Z</i>)‐<i>α,β‐</i>Unsaturated Ketones
  作者：Chandrasekaran Sivaraj、Debabrata Maiti、Thirumanavelan Gandhi

  DOI：10.1002/chem.202303626

  日期：2024.2.21

  Mono α‐acylation of acetone has been achieved for the first time by reacting with bench‐stable acyl azolium salts under violet‐LED light at room temperature. The intermolecular hydrogen atom transfer (HAT) from acetone to triplet state of azolium salts under violet LED irradiation resulted in thermodynamically less favourable (Z)‐α,β‐unsaturated ketones with up to 99 : 1 selectivity via C−C bond formation. This compelling protocol access the desired α‐C(sp³)−H acylation product under metal‐, ligand‐ and oxidant‐free conditions on a wide range of substrates.

  摘要在室温紫外 LED 灯下，通过与台式稳定的酰基唑盐反应，首次实现了丙酮的单α-酰化。在紫光 LED 的照射下，分子间氢原子转移（HAT）从丙酮转移到三重态的偶氮鎓盐，通过 C-C 键的形成产生热力学上较不利的 (Z)-α,β-不饱和酮，其选择性高达 99 ：1 的选择性。在无金属、配体和氧化剂的条件下，这一引人注目的方法可在多种底物上获得所需的α-C(sp3)-H酰化产物。
• Metal‐Free Tunable 1,2‐Difunctionalization of Terminal Alkynes: Synthesis of β‐Substituted α,β‐Unsaturated Ketones
  作者：Muneer‐Ul‐Shafi Bhat、Majid Ahmad Ganie、Bhahwal Ali Shah

  DOI：10.1002/chem.202302294

  日期：2023.12

  A new method efficiently adds C−C and C−S bonds to terminal alkynes, allowing for accessing a range of β-substituted α,β-unsaturated ketones. The versatility of the approach lies in its ability to tune the reaction conditions to target different positions of the alkyne by switching temperature.

  一种新方法有效地将 C−C 和 C−S 键添加到末端炔烃上，从而获得一系列 β-取代的 α,β-不饱和酮。该方法的多功能性在于其能够通过切换温度来调整反应条件以针对炔烃的不同位置。
• Sulfenylation of β-Diketones Using C–<i>H</i> Functionalization Strategy
  作者：Begur Vasanthkumar Varun、Karthik Gadde、Kandikere Ramaiah Prabhu

  DOI：10.1021/acs.orglett.5b01221

  日期：2015.6.19

  Sulfenylation of beta-diketones is challenging as beta-diketones undergo deacylation after sulfenylation in the reaction medium. The sulfenylation of beta-diketones without deacylation under metal-free conditions at ambient temperature via a cross dehydrogenative coupling (CDC) strategy is reported. The resultant products can be further manipulated to form alpha,alpha-disubstituted beta-diketones and pyrazoles.
• Polymer complex compound and polymer light emitting device using the same
  申请人：Mikami Satoshi

  公开号：US20070040164A1

  公开（公告）日：2007-02-22

  A polymer complex compound comprising a repeating unit of the following formula (1) and a metal complex structure showing light emission from triplet excited state, having visible light emission in the solid state, and having a polystyrene reduced number-average molecular weight of 10 3 to 10 8 : (wherein, Ring P and Ring Q each independently represent an aromatic ring, but Ring P may be either existent or non-existent. When Ring P is existent, two connecting bonds respectively are on Ring P and/or Ring Q, and when Ring P is non-existent, two connecting bonds respectively are on 5 membered ring containing Y, and/or Ring Q. Y represents —O—, —S— and the like).
• Polymer Material and Device Using the Same
  申请人：Sekine Chizu

  公开号：US20080100199A1

  公开（公告）日：2008-05-01

  Provided is a polymer material comprising a conjugated polymer and a dendrimer, which can give a light-emitting device excellent in practical utilities such as a capability of driving at lower voltage and the like when it is used for a light-emitting layer of a device.