(Z)-2-benzylidenepent-4-enenitrile | 144453-41-8

• 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: (Z)-2-benzylidenepent-4-enenitrile
• 英文别名: (2Z)-2-benzylidenepent-4-enenitrile
• CAS: 144453-41-8
• 化学式: C₁₂H₁₁N
• 分子量: 169.226
• InChiKey: ZULUAWJGTHDNSS-XFXZXTDPSA-N

物化性质

• 沸点：
  300.2±21.0 °C(Predicted)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯甲醛 在 三乙烯二胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 水 为溶剂， 反应 48.83h， 生成 (Z)-2-benzylidenepent-4-enenitrile
  参考文献：
  名称：

  烯基腈透射式烯烃化：推定的木质素“ Morinol I”的合成

  摘要：

  格氏试剂触发与α'-羟基丙烯腈的加成消除反应，从而选择性地生成Z-烯腈。由格氏试剂，丙烯腈和醛组成的Z链烯腈的模块化组装是理想的立体选择性合成烯烃的方法，如推定的木脂素“ morinol I”所示。

  DOI：

  10.1002/ejoc.201101235

文献信息

• Sulfinylnitriles: Sulfinyl-Metal Exchange-Alkylation Strategies
  作者：Dinesh Nath、Fraser F. Fleming

  DOI：10.1002/chem.201203174

  日期：2013.2.4

  organolithiums, Grignard reagents, or zincates to sulfinylnitriles triggers a facile sulfinyl–metal exchange to afford N‐ or C‐metalated nitriles. Sulfinyl–magnesium exchange–alkylations efficiently install quaternary and tertiary centers, even in the case of tertiary sulfinylnitriles that contain a highly acidic methine proton. α‐Sulfinylalkenenitriles afford moderately nucleophilic magnesiated nitriles, and

  添加有机锂，格氏试剂，或锌酸盐到sulfinylnitriles触发器一个浅显亚磺酰基-金属交换，得到N -或C -金属化的腈。亚磺酰基-镁交换-烷基化有效地建立了四级和三级中心，即使在具有高酸性次甲基质子的叔亚磺酰基腈的情况下也是如此。α-亚磺酰基烯腈提供适度的亲核性镁化腈，通过转化为相应的镁酸酯可以显着提高反应性。亚磺酰基-金属交换非常快，可与季，叔和乙烯基α-亚磺酰基腈有效地进行交换，并且在腈烷基化反应中表现出出色的官能团耐受性。
• TWO -PHOTON UPCONVERTING DYES AND APPLICATIONS
  申请人：——

  公开号：US20030022105A1

  公开（公告）日：2003-01-30

  The present invention is directed to styryl dyes having the formula: 1 wherein D is an electron donating group; Q is an electron acceptor selected from the group consisting of electron acceptors having the formulae: 2 W is an electron accepting group, R 3 is selected from the group consisting of substituted or unsubstituted alkyl or substituted or unsubstituted aryl moieties, n is an integer from 0 to 4, A, B, and C are substituents of their rings and are each independently selected from the group consisting of alkyl, alkoxy, hydroxyalkyl, sulfoalkyl, carboxyalkyl, and hydrogen, and Y is a counterion and compositions thereof. The dyes and compositions exhibit superior two-photon absorption cross-sections and are useful in two-photon pumped cavity lasing, two-photon pumped up-conversion lasing, optical power limiting, optical power stabilization, optical signal reshaping, and infrared beam detection and indication. The present invention is also directed to a multiphasic nanostructured composite including a glass having pores, an optically active coating material on the pore surface, such as a sytryl dye of the present invention, and a polymeric material in the pores. Optionally, the polymeric material can have a second optically active material dispersed therein. These composites are useful in producing multifunctional optical materials, such as broadly tunable lasers. The present invention is also directed to a method for killing cells and viruses. The method includes providing proximate to the cells or viruses a photosensitizer, such as a porphyrin, and a two-photon upconverting dye, such as a styryl dye of the present invention. The dye is then exposed to light in the presence of oxygen under conditions effective to produce a cytotoxic effect on the cells or viruses. These methods are especially useful to kill cells and viruses in biological materials, such as in photodynamic therapy of tumors and cancers or blood purification protocols. In another aspect, the present invention discloses media and methods for recording data. A three-dimensional matrix including a plurality of dye molecules, such a styryl dye molecule of the present invention, is provided. A first volume element in the matrix is exposed to actinic radiation for a duration and at an intensity effective to alter detectably a fraction between 0.3 and 0.7 of the dye molecules contained therein. The detectably altered dye molecules are substantially uniformly dispersed in the first volume element. The data storage methods and media of the present invention have approximately 10 12 volume elements per square centimeter, and each of the volume elements can store a single bit, digital information of approximately 8 bits, or analog information. The data storage methods and media of the present invention are particularly useful for storing or archiving a series of two-dimensional black and white or color images, such as frames of a movie. Methods for reading data stored in the data storage media of the present invention using confocal microscopy are also disclosed.

  本发明涉及具有以下公式的苯乙烯染料：1其中D为电子供体基团；Q为从具有以下公式的电子受体组成的组中选择的电子受体：2W为电子受体基团；R3从取代或未取代的烷基或取代或未取代的芳基基团组成的组中选择；n为0到4的整数；A、B和C是它们的环的取代基，且每个独立地从烷基、烷氧基、羟基烷基、磺基烷基、羧基烷基和氢中选择；Y为一个计数离子。该染料和组合物表现出优越的双光子吸收截面，并可用于双光子泵浦腔激光、双光子泵浦上转换激光、光功率限制、光功率稳定、光信号重塑和红外光束检测和指示。本发明还涉及一种多相纳米结构复合材料，包括具有孔道的玻璃、孔表面上的光学活性涂层材料，例如本发明的苯乙烯染料，以及孔内的聚合物材料。可选地，聚合物材料中可以分散有第二种光学活性材料。这些复合材料可用于生产多功能光学材料，例如广泛可调谐激光器。本发明还涉及一种杀死细胞和病毒的方法。该方法包括在靠近细胞或病毒的位置提供光敏剂，例如卟啉，以及本发明的苯乙烯染料等双光子上转换染料。然后，在氧气存在的条件下，将染料暴露于光下，以对细胞或病毒产生细胞毒作用。这些方法特别适用于在生物材料中杀死肿瘤和癌症或血液净化协议等细胞和病毒。在另一方面，本发明揭示了用于记录数据的介质和方法。提供了一个三维矩阵，其中包括多个染料分子，例如本发明的苯乙烯染料分子。将矩阵中的第一个体积元素暴露于光化学辐射下，以在0.3和0.7之间改变其中所含的染料分子的分数。经过可检测的改变的染料分子在第一个体积元素中被均匀分散。本发明的数据存储方法和介质每平方厘米有大约1012个体积元素，每个体积元素可以存储一个比特、大约8个比特的数字信息或模拟信息。本发明的数据存储方法和介质特别适用于存储或归档一系列二维黑白或彩色图像，例如电影帧。还揭示了使用共聚焦显微镜读取本发明的数据存储介质中存储的数据的方法。
• An α-Diaminoboryl Carbanion Assisted Stereoselective Single-Pot Preparation of α,β<i>-</i>Disubstituted Acrylonitriles
  作者：Takashi Tomioka、Rambabu Sankranti、Trey G. Vaughan、Toshihide Maejima、Takayoshi Yanase

  DOI：10.1021/jo201280x

  日期：2011.10.7

  An alpha-diaminoboryl carbanion-mediated one-pot olefination directly converts an acetonitrile or the homologous nitrile into a series of alpha,beta-disubstituted acrylonitriles in a stereoselective manner. The protocol involves the formation of an alpha-substituted alpha-diaminoboryl acetonitrile and subsequent olefination with an aldehyde. The use of an aryl or conjugated aldehyde preferentially leads to a (Z)-acrylonitrile, while an aliphatic aldehyde gave an (E)-isomer as a major product. Two complementary approaches, a linear method and a divergent method, are developed.
• Window mastic strip having improved, flow-resistent polymeric matrix
  申请人：TREMCO INCORPORATED

  公开号：EP0517067B1

  公开（公告）日：1997-01-15
• TWO-PHOTON UPCONVERTING DYES AND APPLICATIONS
  申请人：THE RESEARCH FOUNDATION OF STATE UNIVERSITY OF NEW YORK

  公开号：EP0862432A1

  公开（公告）日：1998-09-09