4-苯基丁-3-烯醛 | 6005-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-苯基丁-3-烯醛
• 英文名称: cinnamaldehyde
• 英文别名: 1-Phenyl-buten-(1)-al-(4)；Styrylacetaldehyde；4-phenylbut-3-enal
• CAS: 6005-76-1
• 化学式: C₁₀H₁₀O
• 分子量: 146.189
• InChiKey: ZHOXGILWMHZMGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  4-苯基丁-3-烯醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 肉桂醇
  参考文献：
  名称：

  Synthesis and biological evaluation of pseudolaric acid B derivatives as potential immunosuppressive agents

  摘要：

  Pseudolaric acid B (PB) derivatives with immunosuppressive activity were found by our group. In order to find potential immunosuppressive agents with high efficacy and low toxicity, a series of novel PB derivatives were synthesized and evaluated on their immunosuppressive activities. Most of the synthesized compounds were tested in vitro on murine T and B proliferation. In particular, compound 11 exhibited excellent inhibitory activity toward murine T cells (up to 19-fold enhancement compared to that of mycophenolatemofetil) and little cytotoxicity toward normal murine spleen cells. These experimental data demonstrated that some of these PB derivatives have great potential for future immunosuppressive studies.

  DOI：

  10.1080/10286020.2015.1030400
• 作为产物：
  描述：

  β-benzalpropionic acid chloride 在 钯 、 xylene 作用下， 生成 4-苯基丁-3-烯醛
  参考文献：
  名称：

  Lee; Simmons, Proceedings of the Oklahoma Academy of Science, 1950, vol. 31, p. 125,128

  摘要：

  DOI：

文献信息

• The Supersilyl Group as a Carboxylic Acid Protecting Group: Application to Highly Stereoselective Aldol and Mannich Reactions
  作者：Jiajing Tan、Matsujiro Akakura、Hisashi Yamamoto

  DOI：10.1002/anie.201300102

  日期：2013.7.8

  Silyl superpowers: The supersilyl group was investigated as a superior carboxylic acid protecting group. Supersilyl esters were also utilized as stable carboxylic acid synthetic equivalents in highly stereoselective aldol and Mannich reactions (see scheme). The value of this method lies in easy photodeprotection and in the rapid synthesis of polyketide subunits.

  甲硅烷基超能力：超甲硅烷基被研究为一种优良的羧酸保护基团。超甲硅烷基酯也被用作高立体选择性羟醛和曼尼希反应中稳定的羧酸合成等价物（参见方案）。这种方法的价值在于容易的光去保护和聚酮亚基的快速合成。
• Synthesis of a novel six membered CNS palladacycle; TD-DFT study and catalytic activity towards microwave-assisted selective oxidation of terminal olefin to aldehyde
  作者：Kuladip Sarma、Namita Devi、Dipankar Sutradhar、Bipul Sarma、Asit K. Chandra、Pranjit Barman

  DOI：10.1016/j.jorganchem.2016.08.006

  日期：2016.11

  X-ray crystallography. The catalyst (PdLCl) displayed considerable reactivity (up to 99% selectivity and 90% yield) in the selective oxidation of terminal CC bond in aryl substituted olefin to aldehyde. The method shows good functional groups compatibility, no ketone byproducts and is operationally simple. Time dependent density functional study (TD-DFT) of representative cyclopalladated complex has

  该文章记载了通过处理2-甲氧基萘甲醛和2-（苄硫基）苯胺来合成席夫碱，E-2-（苄硫基）-N -（2-甲氧基萘-1-基）亚甲基}苯胺（HL）。研究了这种合成的席夫碱与Na 2 PdCl 4的反应，通过席夫碱的C，N，S供体原子得到了新型的六元Pd（II）配合物（PdLCl）。这两个新合成的化合物通过1 H NMR，FTIR和UV-Vis光谱进行表征，并通过X射线晶体学证实了Pd（II）配合物的结构。催化剂（PdLCl）在末端C的选择性氧化中显示出可观的反应性（高达99％的选择性和90％的产率）芳基取代的烯烃中的C键与醛连接。该方法显示出良好的官能团相容性，没有酮类副产物，并且操作简单。已进行了具有代表性的环palpalladated复合物的时间依赖性密度泛函研究（TD-DFT）。配合物的模拟光谱与实验观察到的光谱非常吻合。
• Efficient preparation of boehmite silica dopamine sulfamic acid as a novel nanostructured compound and its application as a catalyst in some organic reactions
  作者：Maryam Hajjami、Arash Ghorbani-Choghamarani、Raziyeh Ghafouri-Nejad、Bahman Tahmasbi

  DOI：10.1039/c5nj03546e

  日期：——

  followed by coating with silica and reacting with chlorosulfunic acid to obtain boehmite silica dopamine sulfamic acid (boehmite-Si-DSA). This compound was characterized by FT-IR spectroscopy, TGA, XRD, TEM and SEM techniques. Boehmite-Si-DSA was used as an efficient, recoverable and thermally stable heterogeneous nanocatalyst for the preparation of 2,3-dihydroquinazolin-4(1H)-one, sulfoxides and disulfides

  通过将多巴胺固定在勃姆石表面，然后用二氧化硅涂覆并与氯磺酸反应，得到勃姆石二氧化硅多巴胺氨基磺酸（勃姆石-Si-DSA），制备了新型的可回收勃姆石纳米催化剂。该化合物通过FT-IR光谱，TGA，XRD，TEM和SEM技术表征。勃姆石-Si-DSA被用作一种高效，可回收且热稳定的多相纳米催化剂，用于制备2,3-二氢喹唑啉-4（1 H）-one，亚砜和二硫化物。通过简单的过滤回收催化剂，并重复使用几次，而不会明显降低催化效率。
• [EN] FENDILINE DERIVATIVES<br/>[FR] DÉRIVÉS DE FENDILINE
  申请人：UNIV TEXAS

  公开号：WO2020181143A1

  公开（公告）日：2020-09-10

  The invention relates generally to the following novel fendiline derivatives, and the preparation and use thereof: Formula I (I) and Formula II (II)

  这项发明通常涉及以下新颖的芬地林衍生物，以及其制备和使用：化学式I（I）和化学式II（II）
• TEMPO-Based Ionic Liquid with Temperature-Dependent Property and Application for Aerobic Oxidation of Alcohols
  作者：Jie Zhu、Peng-cheng Wang、Lu Ming

  DOI：10.1080/00397911.2012.677927

  日期：2013.7.18

  Abstract A novel temperature-dependent ionic liquid based on 2,2,6,6-tetramethylpiperidine-1-oxyl and polyethylene glycol 600 was developed and used in oxidation of alcohols. Various alcohols were oxidized into their corresponding aldehydes or ketones with good yield and selectivity. Owing to the temperature-dependent property of the catalyst, easy recovery was achieved by simple decantation. Supplemental

  摘要 研制了一种基于2,2,6,6-四甲基哌啶-1-氧基和聚乙二醇600的新型温度依赖性离子液体，并将其用于醇类的氧化。各种醇以良好的收率和选择性被氧化成相应的醛或酮。由于催化剂的温度依赖性，通过简单的倾析实现了容易的回收。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要