2-(4-formylbenzylidene)malononitrile | 85754-58-1

• 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: 2-(4-formylbenzylidene)malononitrile
• 英文别名: 2-[(4-Formylphenyl)methylidene]propanedinitrile
• CAS: 85754-58-1
• 化学式: C₁₁H₆N₂O
• 分子量: 182.181
• InChiKey: CLUMTHHORUVBIQ-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C
• 沸点：
  380.9±32.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-formylbenzylidene)malononitrile 以 乙酸酐 、 丙酮 为溶剂， 反应 51.0h， 生成
  参考文献：
  名称：

  Charge Resonance and Charge Transfer Interactions of Photogenerated Dicyanovinylstyrylpyridinyl Radicals in Solutions at Room Temperature

  摘要：

  Charge resonance and charge transfer interactions of dicyanovinylstyrylpyridinyl radicals were observed at room temperature in organic solvents by steady photolysis with absorption and ESR spectroscopy, Excitation of dicyanovinylstyrylpyridinium salts with tetraphenylborate in less polar solvents resulted in photoinduced electron transfer reactions to form fairly stable dicyanovinylstyrylpyridinyl radicals. In addition to the remarkable color changes due to the characteristic absorption of dicyanovinylstyrylpyridinyl radicals in the visible region, a charge resonance absorption band (CR band) of dimer radical cations and a charge transfer band of radical dimers were observed in the neat-infrared region with peaks at 1050 and 1120 nm, respectively. The rise of the CR band was observed in the pulse width of a nanosecond laser, which was as fast as that of the formation of radical itself.

  DOI：

  10.1021/jp9536108
• 作为产物：
  描述：

  2-[[4-(2,2-二氰基乙烯基)苯基]亚甲基]丙二腈 以 水 为溶剂， 生成 2-(4-formylbenzylidene)malononitrile
  参考文献：
  名称：

  溶液中高光活性的Bis-2-苄叉基丙二腈的选择性光解离

  摘要：

  使用UV-vis，荧光和NMR光谱技术在溶液中研究了高光活性双-2-苄基丙二腈（BBM）的光物理研究。选择性光解离可以归因于存在与双氰基（CN）相连的高度极化的CC键的存在。然而，观察到的BBM的光解离是高度溶剂特异性的并且对温度敏感。已经分离出了通过在紫外线照射下BBM的选择性光解而形成的产物A（2-（4-甲酰基亚苄基）丙二腈），并通过NMR研究对其进行了鉴定。光解符合准1 ST具有速率常数（k）10级动力学-3 -10 -4的.s -1。此外，已经研究了双-2-苄基亚甲基丙二腈（BBM）的选择性光解离的机理研究，发现其在光化学反应过程中遵循偶极机理。

  DOI：

  10.1016/j.jphotochem.2019.01.034

文献信息

• Knoevenagel condensation in aqueous media promoted by 2,2′-bipyridinium dihydrogen phosphate as a green efficient catalyst
  作者：Shila Darvishzad、Nader Daneshvar、Farhad Shirini、Hassan Tajik

  DOI：10.1007/s11164-021-04445-3

  日期：2021.7

  ionic compound named 2,2′-bipyridinium dihydrogen phosphate was synthesized by addition of phosphoric acid to a solution of 2,2′-Bipyridine in dichloromethane. After the characterization using FT-IR, mass, 1H, 13C and 31P NMR techniques, it was used as a Bronsted dicationic acidic catalyst for the promotion of the synthesis of 2-arylidene malononitrile and 5-arylidene barbituric acid derivatives via

  通过将磷酸添加到2,2'-联吡啶在二氯甲烷中的溶液中，合成了名为2,2'-联吡啶二磷酸二氢的基于2,2'-联吡啶的离子化合物。在使用FT-IR，质谱，1 H，13 C和31 P NMR技术进行表征后，将其用作布朗斯台克双阳离子酸性催化剂，以促进通过Knoevenagel合成2芳基丙二腈和5芳基巴比妥酸衍生物。在水中发生缩合反应。该方法的一些优点是在高反应速率和产率下利用容易制备的，成本有效的和生态友好的有机盐作为催化剂，简单和快速的后处理以及可接受的催化剂可重复使用性。
• 신규한 포르피린 유도체, 이를 포함하는 시안 이온 검출용 조성물 및 이를 이용한 시안 이온 검출 방법
  申请人：Konkuk University Industrial Cooperation Corp 건국대학교 산학협력단(220040157648) BRN ▼206-82-07325

  公开号：KR20190016348A

  公开（公告）日：2019-02-18

  본 발명은 신규한 디시아노비닐포르피린 화합물, 이를 포함하는 시안 이온 검출용 조성물 및 이를 이용한 시안 이온 검출 방법을 제공한다. 본 발명의 디시아노비닐포르피린 화합물, 이를 포함하는 시안 이온 검출용 조성물 및 이를 이용한 시안 이온 검출 방법은 시안 이온 검출 분야에서 시안 이온 특이적 검출 기술로 유용하게 사용될 수 있다.

  This is the translated text in Chinese: 本发明涉及一种新的二氰基卟啉化合物、包含其的氰离子检测组合物以及使用其的氰离子检测方法。本发明的二氰基卟啉化合物、包含其的氰离子检测组合物以及使用其的氰离子检测方法可在氰离子检测领域中作为氰离子特异性检测技术而得到有益的应用。
• New donor–acceptor chromophores by formal [2+2] cycloaddition of donor-substituted alkynes to dicyanovinyl derivatives
  作者：Peter D. Jarowski、Yi-Lin Wu、Corinne Boudon、Jean-Paul Gisselbrecht、Maurice Gross、W. Bernd Schweizer、François Diederich

  DOI：10.1039/b821230a

  日期：——

  around 40° from X-ray analysis, but retain strong quinoidal character. The mechanism of this reaction has been studied computational using density functional methods in the gas-phase and using the polarizable continuum model (PCM) for addressing solvent effects. The complete reaction free-energy profile has been determined for the reaction of 1,1-dicyanoethene and 4-ethynyl-N,N-dimethylaniline. The

  富电子炔烃与环烷烃之间环加成反应的有效方法 四氰基乙烯 （东北电力公司） 或者 7,7,8,8-四氰基喹二甲烷 （全国质量监督检验检疫总局），然后进行逆电环化，扩展到 双氰基乙烯基 产生新的供体-受体推挽的衍生物 1,1-二氰基丁二烯基发色团具有优异的定量收率（63–98％），表现出300至600 nm的强电荷转移（CT）吸收。通过改变亲核和亲电子组分来确定该反应的范围。电化学研究表明，这些系统的CT特性很容易通过亲电试剂的取代进行调节，这对最低的未占据分子轨道（LUMO）的影响最大。不可逆的还原电势范围约为。在CH 2 Cl 2中相对于铁/二茂铁对（-1.2至-1.9 VFc +/Fc）的测量依据是循环伏安法（CV）和旋转盘伏安法（RDV）。发色团显示N，N-二甲基苯胺基供体和1,1-二氰基乙烯基受体部分之间存在显着的非平面性，X射线分析得出的扭转角约为40°，但保留了强的喹诺酮性质。已
• Benzothiazolines as radical transfer reagents: hydroalkylation and hydroacylation of alkenes by radical generation under photoirradiation conditions
  作者：Tatsuhiro Uchikura、Kaworuko Moriyama、Mitsuhiro Toda、Toshiki Mouri、Ignacio Ibáñez、Takahiko Akiyama

  DOI：10.1039/c9cc05336k

  日期：——

  Novel radical transfer reagents under photoirradiation conditions were developed by the use of benzothiazoline derivatives. These reagents enabled both hydroalkylation and hydroacylation of alkenes under neutral conditions at ambient temperature without any toxic reagents or an excess amount of metals. A mechanistic study was carried out to elucidate the radical process.

  通过使用苯并噻唑啉衍生物开发了在光辐照条件下的新型自由基转移试剂。这些试剂能够在环境温度下在中性条件下进行烯烃的加氢烷基化和加氢酰化，而无需使用任何有毒的试剂或过量的金属。进行了机理研究以阐明基本过程。
• Application of structurally enhanced magnetite cored polyamidoamine dendrimer for knoevenagel condensation
  作者：Fatemeh Hajizadeh、Behrooz Maleki、Farrokhzad Mohammadi Zonoz、Amirhassan Amiri

  DOI：10.1007/s13738-020-02071-1

  日期：2021.4

  paper, the synthesis of magnetic cored amino group terminated dendrimer (Fe3O4@SiO2@PAMAM-G2) through covalent bonding was described. This catalyst was characterized by FT-IR, XRD, FE-SEM, TEM, and TGA detection methods. Next, the catalytic activity of this catalyst was investigated for the Knoevenagel condensation reaction of aldehydes with malononitrile under mild and solvent-free conditions. The Fe3O4@SiO2@PAMAM-G2

  本文描述了通过共价键合合成磁性核氨基端基树枝状大分子（Fe 3 O 4 @SiO 2 @ PAMAM-G 2）。通过FT-IR，XRD，FE-SEM，TEM和TGA检测方法对这种催化剂进行了表征。接下来，在温和且无溶剂的条件下，研究了该催化剂对醛与丙二腈的Knoevenagel缩合反应的催化活性。Fe 3 O 4 @SiO 2 @ PAMAM-G 2可以通过外部磁体与反应混合物分离，并重复使用五次。