3,6-二辛氧基-1,2-苯二甲腈 | 75942-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3,6-二辛氧基-1,2-苯二甲腈
• 中文别名: 3,6-二辛基氧基-1,2-苯二甲腈
• 英文名称: 3,6-dioctyloxy-1,2-benzenedicarbonitrile
• 英文别名: 3,6-dioctyloxyphthalonitrile；3,6-dioctoxybenzene-1,2-dicarbonitrile
• CAS: 75942-39-1
• 化学式: C₂₄H₃₆N₂O₂
• 分子量: 384.562
• InChiKey: GKGPSCRTAALNMD-UHFFFAOYSA-N

物化性质

• 沸点：
  537.6±50.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  28
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-二辛氧基-1,2-苯二甲腈 在 lithium 、 溶剂黄146 作用下， 以 戊醇 为溶剂， 反应 0.75h， 以37%的产率得到5,8,14,17,23,26,32,35-Octaoctoxy-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28(38),30(37),31,33,35-nonadecaene
  参考文献：
  名称：

  Cook, Michael J.; Dunn, Adrian J.; Howe, Steven D., Journal of the Chemical Society. Perkin transactions I, 1988, p. 2453 - 2458

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴辛烷 、 3,6-二羟基邻苯二甲腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以94%的产率得到3,6-二辛氧基-1,2-苯二甲腈
  参考文献：
  名称：

  Synthesis and spectral properties of unsymmetrical phthalocyanines from 3,6-dioctyloxyphthalonitrile and 3,4,5,6-tetrachlorophthalonitrile

  摘要：

  The random condensation of 3,6-dioctyloxyphthalonitrile (component A) with 3,4,5,6-tetrachlorophthalonitrile (component B) results in unsymmetrical phthalocyanines of A(3)B, ABAB, and AABB types. Their spectral properties were studied.

  DOI：

  10.1134/s1070363212100179

文献信息

• The Synthesis of Symmetrically Octa-Substituted Phthalocyanines and Their Physical and Photo-Physical Properties
  作者：Detao Gao、Haitao Xu、Tiantang Yan、Bixian Peng

  DOI：10.1002/jccs.200100175

  日期：2001.12

  A series of symmetrically substituted phthalocyanines have been synthesized from 3,6-dialkoxyphthalonitrile and the corresponding metal salts. All of these complexes are extremely soluble in chloroform. Their melting points vary greatly with their different substituents. Their structures are confirmed by elemental analysis, 1H NMR, UV-VIS.

  由3,6-二烷氧基邻苯二甲腈和相应的金属盐合成了一系列对称取代的酞菁。所有这些配合物都极易溶于氯仿。它们的熔点随取代基的不同而有很大差异。它们的结构通过元素分析、1H NMR、UV-VIS 得到证实。
• Preparation and Optical and Electrochemical Properties of Phthalocyanines with the Ttf Unit
  作者：Takeshi Kimura、Nobuhiro Takahashi、Tomoyuki Tajima、Yutaka Takaguchi

  DOI：10.1080/10426507.2012.729115

  日期：2013.4.1

  Abstract Tetrathiafluvalene (TTF)-annulated symmetrical and unsymmetrical phthalocyanines (4), (5), and (6) were prepared from 3,6-dioctylphthalonitrile (1) with a TTF unit, 4,5-dioctyloxyphthalonitrile (2), and 3,6-dioctyloxyphthalonitrile (3). Tetra-TTF-annulated phthalocyanine (4) and iodine produced an electron transfer complex which showed a radical cationic character. GRAPHICAL ABSTRACT

  摘要 由具有 TTF 单元的 3,6-二辛基邻苯二甲腈 (1)、4,5-二辛氧基邻苯二甲腈 (2) 和 3 制备四硫氟瓦烯 (TTF) 环化对称和不对称酞菁 (4)、(5) 和 (6) ,6-二辛氧基邻苯二甲腈 (3)。四-TTF 环化酞菁 (4) 和碘产生电子转移复合物，显示出自由基阳离子特性。图形概要
• Synthesis of New Push-Pull Unsymmetrically Substituted Styryl Metallophthalocyanines: Targets for Nonlinear Optics
  作者：Tomás Torres、Gema de la Torre、Julia García-Ruiz

  DOI：10.1002/(sici)1099-0690(199909)1999:9<2323::aid-ejoc2323>3.0.co;2-4

  日期：1999.9

  Following our studies on styryl phthalocyanines with extended conjugation, we report here the synthesis and characterization of new push-pull unsymmetrically substituted styryl phthalocyanines 2–6. They have been prepared for studying the influence of the position and electronic character of the substituents and the role of the central metal atom on their optical properties.

  根据我们与扩展共轭的酞菁苯乙烯的研究，我们在这里报告的合成和新型推拉的表征不对称取代苯乙烯菁2 - 6。它们已经准备好用于研究取代基的位置和电子特性的影响以及中心金属原子对其光学性质的作用。
• Preparation, optical and electrochemical properties of unsymmetrical tetrazaporphyrins with a diarylchalcogenophene unit
  作者：Takeshi Kimura、Tsukasa Nakahodo

  DOI：10.1016/j.dyepig.2022.110745

  日期：2022.11

  high-resolution FAB MS spectrometry. Optical and electrochemical properties of the products were determined by UV–vis spectroscopy and cyclic voltammetry using Ag/AgNO3 as a reference electrode (solvent: dichloromethane; counter electrode: Pt; electrolyte: n-Bu4NClO4). An insoluble thin film was produced on the glassy carbon and ITO electrode surfaces by the electrochemical oxidation of dithienylthienotr

  通过 2,5-二噻吩基-3,4-二氰基噻吩与 2,5-二（烷氧基）邻苯二甲腈在醇锂存在下反应制备不对称取代的四氮杂卟啉，二噻吩基噻吩三（二烷氧基苯并）四氮杂卟啉（烷基 = 丁基和辛基） . 3,4-二氰基噻吩、2,5-二苯基-3,4-二氰基噻吩和 2,5-二苯基-3,4-二氰基硒吩与 2,5-二（辛氧基）邻苯二甲腈的类似反应生成噻吩、二苯基噻吩和二苯基硒代(二辛氧基苯并)四氮杂卟啉。产物的结构通过1 H NMR 光谱和高分辨率 FAB MS 光谱确定。产物的光学和电化学性质通过紫外-可见光谱和使用 Ag/AgNO 的循环伏安法测定3作为参比电极（溶剂：二氯甲烷；对电极：Pt；电解质：n -Bu 4 NClO 4 ）。通过二噻吩基噻吩并三(二丁氧基苯并)四氮杂卟啉的电化学氧化在玻碳和ITO电极表面产生了不溶性薄膜。通过紫外-可见光谱和循环伏安法测定薄膜的光学和电化学性能。使用 DFT 方法和
• Synthesis and spectral properties of lutetium sandwich complexes containing fragments of tetrabenzoporphyrin and alkoxy(chloro)-substituted phthalocyanines of low symmetry
  作者：N. E. Galanin、G. P. Shaposhnikov

  DOI：10.1134/s1070428015050243

  日期：2015.5

  Joint condensation of 3,6-dioctyloxyphthalonitrile (component A) and tetrachlorophthalonitrile (component B) in 1-hexanol in the presence of lithium 1-hexanolate afforded dilithium complexes of phthalocyanines A(3)B, AABB, and ABAB. Their reaction with chlorolutetium tetrabenzoporphyrinate resulted in the formation of double-decker heteroligand lutetium complexes containing chromophores of tetrabenzoporphyrin and phthalocyanines of low symmetry.