(E)-1-(4-(4-nitrostyryl)phenyl)ethanone | 41468-01-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-(4-(4-nitrostyryl)phenyl)ethanone
• 英文别名: (E)-1-[4-(4-nitrostyryl)phenyl]ethanone；(E)-4-acetyl-4'-nitrostilbene；4-p-Nitrostyrylphenyl Methyl Ketone；4-Acetyl-4'-nitrostilben；1-[4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl]ethanone
• CAS: 41468-01-3
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: HYMMXSCTQKNTGZ-NSCUHMNNSA-N

物化性质

• 熔点：
  188.2-193.8 °C
• 沸点：
  425.4±24.0 °C(Predicted)
• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-(4-nitrostyryl)phenyl)ethanone 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 乙醇 为溶剂， 反应 1.33h， 生成 (E)-4-(1''-chloroethyl)-4'-nitrostilbene
  参考文献：
  名称：

  空间效应对取代硝基苄基卤化物衍生的阴离子自由基脱卤速率的影响

  摘要：

  硝基苄基卤化物的单电子还原产生阴离子自由基，随后进行脱卤以形成硝基苄基自由基。这些过程的速率常数已通过在酒精水溶液中的脉冲辐解进行了研究。..cap alpha..-用甲基取代通过削弱CX键来提高脱卤率。另一方面，发现用叔丁基取代可显着降低脱卤速率。由于预计叔丁基不会增加 CX 键的离解能，因此可以得出结论，它的作用是空间相互作用的结果，它使 CX 键向环平面旋转，从而减少了该键与环之间的重叠。 .pi.​​. 系统并减慢 tra

  DOI：

  10.1021/ja00323a013
• 作为产物：
  描述：

  1-(4-(溴甲基)苯基)乙酮 以 苯 为溶剂， 生成 (E)-1-(4-(4-nitrostyryl)phenyl)ethanone
  参考文献：
  名称：

  A Facile Synthesis of Substituted 4-Acetylstilbenes

  摘要：

  DOI：

  10.1055/s-1978-24835

文献信息

• A Deacetylation-Diazotation-Coupling Sequence: Palladium- Catalyzed CC Bond Formation with Acetanilides as Formal Leaving Groups
  作者：Bernd Schmidt、René Berger

  DOI：10.1002/adsc.201200929

  日期：2013.2.1

  Acetanilides can be deacetylated and diazotized in situ, and subsequently used in Pd-catalyzed coupling reactions without isolation of the diazonium intermediate. Heck reactions, Suzuki cross-coupling reactions, and a Pd-catalyzed [2+2+1] cycloaddition have been investigated as terminating CC bond-forming steps of this one-flask sequence. The sequence does not require the exchange of solvents or removal

  乙酰苯胺可以原位脱乙酰化和重氮化，然后在不分离重氮中间体的情况下用于Pd催化的偶联反应中。Heck反应，Suzuki交叉偶联反应和Pd催化的[2 + 2 + 1]环加成反应已作为该一瓶序列的终止CC键形成步骤进行了研究。该顺序不需要在各个步骤之间交换溶剂或除去副产物，而是在适当的时候通过添加试剂和催化剂来进行。
• Fluoride-free cross coupling using vinyldisiloxanes
  作者：Hannah F. Sore、Christine M. Boehner、Simon J. F. MacDonald、David Norton、David J. Fox、David R. Spring

  DOI：10.1039/b900852g

  日期：——

  Vinyldisiloxanes equilibrate with the corresponding silanolates under basic conditions and subsequently undergo palladium catalysed cross coupling with aryl/heteroaryl iodides and bromides.

  在碱性条件下，乙烯基二硅氧烷与相应的硅醇盐平衡，并随后在钯催化下与芳基/杂芳基碘化物和溴化物进行交叉偶联反应。
• Vinyldisiloxanes: their synthesis, cross coupling and applications
  作者：Hannah F. Sore、Christine M. Boehner、Luca Laraia、Patrizia Logoteta、Cora Prestinari、Matthew Scott、Katharine Williams、Warren R. J. D. Galloway、David R. Spring

  DOI：10.1039/c0ob00338g

  日期：——

  During the studies towards the development of pentafluorophenyldimethylsilanes as a novel organosilicon cross coupling reagent it was revealed that the active silanolate and the corresponding disiloxane formed rapidly under basic conditions. The discovery that disiloxanes are in equilibrium with the silanolate led to the use of disiloxanes as cross coupling partners under fluoride free conditions. Our previous report focused on the synthesis and base induced cross coupling of aryl substituted vinyldisiloxanes with aryl halides; good yields and selectivities were achieved. As a continuation of our research, studies into the factors which influence the successful outcome of the cross coupling reaction with both alkyl and aryl substituted vinyldisiloxanes were examined and a proposed mechanism discussed. Further investigation into expanding the breadth and diversity of substituted vinyldisiloxanes in cross coupling was explored and applied to the synthesis of unsymmetrical trans-stilbenes and cyclic structures containing the trans-alkene architecture.

  在开发五氟苯基二甲基硅烷作为新型有机硅交叉耦合试剂的研究中，发现活性硅醇盐和相应的二硅氧烷在碱性条件下迅速形成。二硅氧烷与硅醇盐之间的平衡发现，促使在无氟条件下将二硅氧烷用作交叉耦合反应的反应伙伴。我们之前的报告集中于芳基取代的乙烯基二硅氧烷与芳基卤化物的合成以及碱诱导的交叉耦合反应，取得了良好的产率和选择性。作为研究的延续，我们考察了影响烷基和芳基取代的乙烯基二硅氧烷交叉耦合反应成功的因素，并讨论了提出的机制。进一步研究扩展取代乙烯基二硅氧烷在交叉耦合中的广度和多样性，并应用于合成不对称的反式-stilbene和含有反式烯烃结构的环状化合物。
• Synthesis of .ALPHA.-substituted alkanoic acids and inhibition of platelet aggregation.
  作者：SHOJI YOSHIMURA、SUSUMU TAKAHASHI、AKIRA KAWAMATA、KIYOMI KIKUGAWA、HIDEO SUEHIRO、AKIJI AOKI

  DOI：10.1248/cpb.26.685

  日期：——

  A series of 4-substituted phenyl-(A, B) and 5-substituted 2-thienyl-(C) acetic acid derivatives were synthesized. Inhibitory activity of collagen-induced rabbit platelet aggregation of 29 compounds including A, B, C and the intermediate compounds of them was studied. Compounds (A-18, B-21 and -27) were inhibitory against platelet aggregation and the most potent compound (B-21) was more effective than aspirin.

  合成了一系列4-取代苯基-(A,B)和5-取代2-噻吩基-(C)乙酸衍生物。研究了A、B、C等29种化合物及其中间体对胶原诱导的兔血小板聚集的抑制活性。化合物（A-18、B-21 和-27）可抑制血小板聚集，其中最有效的化合物（B-21）比阿司匹林更有效。
• YOSHIMURA S.; TAKAHASHI S.; KAWAMATA A.; KIKUGAWA K.; SUEHIRO H.; AOKI A., CHEM. AND PHARM. BULL., 1978, 26, NO 3, 685-702
  作者：YOSHIMURA S.、 TAKAHASHI S.、 KAWAMATA A.、 KIKUGAWA K.、 SUEHIRO H.、 AOKI A.

  DOI：——

  日期：——