1,4-dicyano-2,5-bis(1,1-dimethylethyl)benzene | 139071-40-2

• 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: 1,4-dicyano-2,5-bis(1,1-dimethylethyl)benzene
• 英文别名: 2,5-Ditert-butylbenzene-1,4-dicarbonitrile
• CAS: 139071-40-2
• 化学式: C₁₆H₂₀N₂
• 分子量: 240.348
• InChiKey: SIYHWXLAUWQGSA-UHFFFAOYSA-N

物化性质

• 熔点：
  172-174 °C
• 沸点：
  376.2±30.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对苯二腈 、 溴代叔丁烷 在 三乙烯二胺 、 六正丁基二锡 作用下， 以 苯 为溶剂， 反应 100.0h， 以10%的产率得到1,4-dicyano-2,5-bis(1,1-dimethylethyl)benzene
  参考文献：
  名称：

  Homolytic Base-Promoted Aromatic Alkylations by Alkyl Halides¹

  摘要：

  Electron-transfer chain reactions leading to regioselective alkylations of benzenes bearing electron-withdrawing substituents can be observed with alkyl halides in the presence of the radical initiator (Bu3Sn)(2) and the proton acceptor 1,4-diazabicyclo[2.2.2]octane (DABCO). Yields vary from low to high depending on the benzene derivatives. The role of DABCO is to abstract a proton from the substituted cyclohexadienyl adduct radical to form a radical anion which then transfers an electron to RX and is converted to the alkylated product itself. The rate of this electron-transfer step is probably not fast enough to sustain a good radical chain reaction so that further generation of R-. from excess (Bu3Sn)(2) and RX is necessary.

  DOI：

  10.1021/jo9818982

文献信息

• Homolytic Base-Promoted Aromatic Alkylations by Alkylmercury Halides¹
  作者：Glen A. Russell、Ping Chen、Byeong Hyo Kim、Ragine Rajaratnam

  DOI：10.1021/ja971809n

  日期：1997.9.1

  Electron transfer chain reactions leading to substitution in electronegatively substituted benzene derivatives can be observed with alkylmercury halides in the presence of proton acceptors such as ...

  在质子受体的存在下，可以用烷基汞卤化物观察到导致电负性取代的苯衍生物取代的电子转移链反应，例如……
• [EN] PHOSPHINYL AMIDINE COMPOUNDS, METAL COMPLEXES, CATALYST SYSTEMS, AND THEIR USE TO OLIGOMERIZE OR POLYMERIZE OLEFINS<br/>[FR] COMPOSÉS DE PHOSPHINYLAMIDINE, COMPLEXES DE MÉTAL, SYSTÈMES DE CATALYSEUR, ET LEUR UTILISATION POUR OLIGOMÉRISER OU POLYMÉRISER DES OLÉFINES
  申请人：CHEVRON PHILLIPS CHEMICAL CO

  公开号：WO2011082192A1

  公开（公告）日：2011-07-07

  N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, N2-phosphinyl amidinate metal salt complexes are described. Methods for making N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes are also disclosed. Catalyst systems utilizing the N2-phosphinyl amidine metal salt complexes and N2-phosphinyl amidinate metal salt complexes are also disclosed along with the use of the N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes for the oligomerization and/or polymerization of olefins.

  描述了N2-膦胺化合物、N2-膦胺酸盐、N2-膦胺金属盐络合物、N2-膦胺酸盐金属盐络合物。还公开了制备N2-膦胺化合物、N2-膦胺酸盐、N2-膦胺金属盐络合物和N2-膦胺酸盐金属盐络合物的方法。还公开了利用N2-膦胺金属盐络合物和N2-膦胺酸盐金属盐络合物的催化剂系统，以及利用N2-膦胺化合物、N2-膦胺酸盐、N2-膦胺金属盐络合物和N2-膦胺酸盐金属盐络合物进行烯烃的寡聚和/或聚合的用途。
• POLYBENZOTHIOPHENE POLYMERS AND PROCESS FOR THEIR PREPARATION
  申请人：Kastler Marcel

  公开号：US20110136973A1

  公开（公告）日：2011-06-09

  A polymer comprising the group of the formula (I) in particular derivatives of Poly[benzothiophen-2.6-diyl].

  一种聚合物，包含公式(I)的基团，特别是聚[苯并噻吩-2.6-二基]的衍生物。
• Phosphinyl amidine compounds, metal complexes, catalyst systems, and their use to oligomerize or polymerize olefins
  申请人：Chevron Phillips Chemical Company LP

  公开号：US10144752B2

  公开（公告）日：2018-12-04

  N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, N2-phosphinyl amidinate metal salt complexes are described. Methods for making N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes are also disclosed. Catalyst systems utilizing the N2-phosphinyl amidine metal salt complexes and N2-phosphinyl amidinate metal salt complexes are also disclosed along with the use of the N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes for the oligomerization and/or polymerization of olefins.

  描述了 N2-膦酰基脒化合物、N2-膦酰基脒、N2-膦酰基脒金属盐络合物和 N2-膦酰基脒金属盐络合物。还公开了制造 N2-膦酰基脒化合物、N2-膦酰基脒、N2-膦酰基脒金属盐络合物和 N2-膦酰基脒金属盐络合物的方法。还公开了利用 N2-膦酰基脒金属盐络合物和 N2-膦酰基脒金属盐络合物的催化剂体系，以及 N2-膦酰基脒化合物、N2-膦酰基脒、N2-膦酰基脒金属盐络合物和 N2-膦酰基脒金属盐络合物在烯烃的低聚和/或聚合中的用途。
• Electron transfer photoinduced cleavage of acetals. A mild preparation of alkyl radicals
  作者：M. Mella、E. Fasani、A. Albini

  DOI：10.1021/jo00037a020

  日期：1992.5

  Electron transfer from 2-alkyl- and 2,2-dialkyldioxolanes as well as from open-chain ketals to singlet excited benzene-1,2,4,5-tetracarbonitrile (TCNB) is followed by fragmentation of the donors radical cation to yield alkyl radicals and dialkoxy carbocations. The first species are trapped by TCNB to yield alkylbenzenetricarbonitriles (substitution of a second cyano group can be obtained sequentially) and in a minor path are reduced to alkanes, while the latter ones react with nucleophiles to give ortho acid derivatives. In view of the results of radical clock experiments, it is assumed that part of the process is a concerted (radical cation cleavage-addition to the aromatic) reaction, while another part involves the free-radical cation. On the other hand, intersystem crossing from the singlet radical ion pair to the triplet manifold causes cleavage of the acetal to the corresponding carbonyl derivative. This reaction offers a mild method for the preparation of alkyl radicals via C-C bond cleavage.