2-(2-cyanophenyl)but-1-ene | 682748-23-8

• 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-(2-cyanophenyl)but-1-ene
• 英文别名: 2-(1-ethylvinyl)benzonitrile；2-(1-ethylethenyl)benzonitrile；2-But-1-en-2-ylbenzonitrile
• CAS: 682748-23-8
• 化学式: C₁₁H₁₁N
• 分子量: 157.215
• InChiKey: GTLODSBWPJLRKX-UHFFFAOYSA-N

物化性质

• 沸点：
  273.6±19.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-cyanophenyl)but-1-ene 在 吡啶 、 碘 、 碳酸氢钠 、 magnesium bis(N,N-diisopropylamide) 作用下， 以 乙醚 、 乙腈 为溶剂， 生成 (Z)-2-(2-acetyl-4-ethyl-2H-isoquinolin-1-ylidene)-N,N-dimethylacetamide
  参考文献：
  名称：

  Synthesis of (Z)-2-(2H-Isoquinolin-1-ylidene)acetamides by Iodine-Mediated Cyclization of (Z)-3-Amino-3-(2-vinylphenyl)propenamides

  摘要：

  (Z)-2-(2-乙酰基-2H-异喹啉-1-亚基)乙酰胺已通过三步法从2-乙烯基苯甲腈衍生物合成。关键步骤涉及碘介导的(Z)-3-乙酰氨基-3-(2-乙烯基苯基)丙烯酰胺的6-endo环化反应，这些化合物是通过2-乙烯基苯甲腈与叔胺的镁烯醇盐缩合，随后进行N-乙酰化反应制备的。

  DOI：

  10.1055/s-2007-965934
• 作为产物：
  描述：

  1-(2-溴苯基)丙烷-1-酮 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 2-(2-cyanophenyl)but-1-ene
  参考文献：
  名称：

  Synthesis of (Z)-2-(2H-Isoquinolin-1-ylidene)acetamides by Iodine-Mediated Cyclization of (Z)-3-Amino-3-(2-vinylphenyl)propenamides

  摘要：

  (Z)-2-(2-乙酰基-2H-异喹啉-1-亚基)乙酰胺已通过三步法从2-乙烯基苯甲腈衍生物合成。关键步骤涉及碘介导的(Z)-3-乙酰氨基-3-(2-乙烯基苯基)丙烯酰胺的6-endo环化反应，这些化合物是通过2-乙烯基苯甲腈与叔胺的镁烯醇盐缩合，随后进行N-乙酰化反应制备的。

  DOI：

  10.1055/s-2007-965934

文献信息

• Chiral Aluminum Complex Controls Enantioselective Nickel‐Catalyzed Synthesis of Indenes: C−CN Bond Activation
  作者：Tao Zhang、Yu‐Xin Luan、Su‐Juan Zheng、Qian Peng、Mengchun Ye

  DOI：10.1002/anie.202001142

  日期：2020.5.4

  A chiral aluminum complex controlled, enantioselective nickel-catalyzed domino reaction of aryl nitriles and alkynes proceeding by C-CN bond activation was developed. The reaction provides various indenes, bearing chiral all-carbon quaternary centers, under mild reaction conditions in yields of 32 to 91 % and ee values within the 73-98 % range. The reaction mechanism and aspects of stereocontrol were

  开发了一种手性铝络合物控制的，对映体选择性镍催化的芳基腈和炔烃通过C-CN键活化进行的多米诺骨牌反应。在温和的反应条件下，该反应提供了带有手性全碳四元季中心的各种茚并基，产率为32％至91％，ee值在73％至98％之间。通过DFT计算研究了立体控制的反应机理和方面。
• Suzuki Cross-Coupling Reactions between Alkenylboronic Acids and Aryl Bromides Catalysed by a Tetraphosphane-Palladium Catalyst
  作者：Eugénie Peyroux、Florian Berthiol、Henri Doucet、Maurice Santelli

  DOI：10.1002/ejoc.200300627

  日期：2004.3

  A range of alkenylboronic acids undergo Suzuki cross-coupling with aryl bromides in good yields in the presence of [PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphanyl)methyl]cyclopentane as a catalyst. A wide variety of 1-arylprop-1-enes, 2-arylprop-1-enes, 2-arylbut-1-enes and 1,1-diarylethylene or styrene derivatives have been prepared. Moreover, the reaction tolerates several functions

  在 [PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-四[​​(二苯基膦基)甲基]环戊烷存在下，一系列烯基硼酸与芳基溴化物以良好的收率进行 Suzuki 交叉偶联作为催化剂。已经制备了多种 1-芳基丙-1-烯、2-芳基丙-1-烯、2-芳基丁-1-烯和1,1-二芳基乙烯或苯乙烯衍生物。此外，该反应耐受多种功能，例如乙酰基、甲酰基、腈或硝基。此外，这种催化剂可以在低负载下使用，甚至用于空间位阻底物的反应。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• CONJUGATED DIENE BASED POLYMER AND PROCESS FOR MANUFACTURING CONJUGATED DIENE BASED POLYMER
  申请人：Zeon Corporation

  公开号：EP3088423A1

  公开（公告）日：2016-11-02

  A conjugated diene polymer represented by the following formula (1) or the following formula (2): (wherein, in the formula (1) and in the formula (2), the "polymer" represents a polymer chain containing conjugated diene monomer units, X1 and X2 represent a functional group selected from a hydrocarbyloxy group, halogen group, and hydroxyl group, R1 and R4 represent a substituted or unsubstituted hydrocarbon group, R2 and R3 and R5 and R6 respectively represent a substituted or unsubstituted hydrocarbon group, R2 and R3 or R5 and R6 may bond with each other to form a ring structure. In the formula (1), "n" is an integer of 1 to 3, "m" is an integer of 0 to 2, "p" is an integer of 0 to 2, and n+m+p=3. Further, in the formula (2), "s" is 1 or 2, "t" is 0 or 1, "u" is 0 or 1, and s+t+u=2.)

  由下式（1）或下式（2）表示的共轭二烯聚合物： (其中，在式(1)和式(2)中，"聚合物 "代表含有共轭二烯单体单元的聚合物链，X1 和 X2 代表选自烃基、卤素基和羟基的官能团，R1 和 R4 代表取代或未取代的烃基，R2 和 R3 以及 R5 和 R6 分别代表取代或未取代的烃基，R2 和 R3 或 R5 和 R6 可相互键合形成环结构。式（1）中，"n "为 1 至 3 的整数，"m "为 0 至 2 的整数，"p "为 0 至 2 的整数，n+m+p=3。此外，式（2）中，"s "为 1 或 2，"t "为 0 或 1，"u "为 0 或 1，s+t+u=2)。
• CONJUGATED DIENE POLYMER AND METHOD FOR PRODUCTION CONJUGATED DIENE POLYMER
  申请人：Zeon Corporation

  公开号：EP3309181A1

  公开（公告）日：2018-04-18

  A conjugated diene polymer represented by the following formula (1) is provided: (wherein, in the formula (1), the "polymer" represents a polymer chain containing conjugated diene monomer units, X1 represents a functional group selected from a hydrocarbyloxy group, halogen group, and hydroxyl group, R1 represents a substituted or unsubstituted hydrocarbon group, R2 and R3 respectively represent a substituted or unsubstituted hydrocarbon group, R2 and R3 may bond with each other to form a ring structure together with the nitrogen atom to which they are bound, when forming the ring structure they may form a ring structure together with a hetero atom other than the nitrogen atom to which they are bound in addition to the nitrogen atom to which they are bound, R4 and R5 respectively represent a hydrogen atom, alkyl group, cycloalkyl group, aryl group, aralkyl group, a protecting group for amino group, or a group which produces a hydroxyl group when hydrolyzed, R4 and R5 may bond with each other to form a ring structure together with the nitrogen atom to which they are bound, when forming the ring structure they may form a ring structure together with a hetero atom other than the nitrogen atom to which they are bound in addition to the nitrogen atom to which they are bound, "n" is an integer of 1 to 3, "m" is an integer of 0 to 2, "p" is an integer of 0 to 2, and n+m+p = 3.)

  一种共轭二烯聚合物由下式（1）表示： (其中，在式(1)中，"聚合物 "代表含有共轭二烯单体单元的聚合物链，X1 代表选自烃基、卤素基和羟基的官能团，R1 代表取代或未取代的烃基，R2 和 R3 分别代表取代或未取代的烃基、R2 和 R3 可相互结合，与所结合的氮原子一起形成环状结构，在形成环状结构时，除了与所结合的氮原子外，还可与所结合的氮原子以外的杂原子一起形成环状结构、R4 和 R5 分别代表氢原子、烷基、环烷基、芳基、芳烷基、氨基的保护基团或水解时产生羟基的基团、当形成环状结构时，除了与之结合的氮原子外，它们还可与一个杂原子一起形成环状结构，"n "为 1 至 3 的整数，"m "为 0 至 2 的整数，"p "为 0 至 2 的整数，且 n+m+p = 3。)
• METHOD FOR PRODUCING CONJUGATED-DIENE-BASED RUBBER
  申请人：Zeon Corporation

  公开号：EP3543278A1

  公开（公告）日：2019-09-25

  There is provided a method of production of a conjugated diene rubber comprising a first step of polymerizing a monomer containing a conjugated diene compound in an inert solvent using a polymerization initiator so as to obtain a conjugated diene polymer chain having an active end, a second step of reacting polyorganosiloxane represented by the following general formula (1) with the conjugated diene polymer chain having an active end by adding the polyorganosiloxane in an amount of 1 mole or more, when converted to the number of repeating units of the siloxane structure (-Si-O-) in the polyorganosiloxane, with respect to 1 mole of the polymerization initiator used in the first step, and a third step of reacting a compound represented by the following general formula (2) with the conjugated diene polymer chain with which polyorganosiloxane was reacted obtained in the second step.

  本发明提供了一种共轭二烯橡胶的生产方法，该方法包括以下步骤：第一步，在惰性溶剂中使用聚合引发剂聚合含有共轭二烯化合物的单体，以获得具有活性端的共轭二烯聚合物链；第二步，通过添加量为1摩尔或更多的聚有机硅氧烷，使以下通式(1)代表的聚有机硅氧烷与具有活性端的共轭二烯聚合物链发生反应、在换算成聚硅氧烷中硅氧烷结构（-Si-O-）重复单元的数量时，相对于第一步中使用的 1 摩尔聚合引发剂；以及第三步，将下式通式（2）所代表的化合物与第二步中得到的与聚硅氧烷反应的共轭二烯聚合物链进行反应。