4,5-bis(4-methoxyphenoxy)phthalonitrile | 147699-64-7

• 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: 4,5-bis(4-methoxyphenoxy)phthalonitrile
• 英文别名: 4,5-di-4-methoxyphenoxyphthalonitrile；4,5-bis(4-methoxyphenoxy)benzene-1,2-dicarbonitrile
• CAS: 147699-64-7
• 化学式: C₂₂H₁₆N₂O₄
• 分子量: 372.38
• InChiKey: RCDBRHMIDPDMRF-UHFFFAOYSA-N

物化性质

• 沸点：
  518.7±50.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,5-bis(4-methoxyphenoxy)phthalonitrile 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 戊醇 为溶剂， 反应 48.0h， 以72%的产率得到6,7,15,16,24,25,33,34-Octakis(4-methoxyphenoxy)-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：

  Wohrle; Eskes; Shigehara, Synthesis, 1993, # 2, p. 194 - 196

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-二氯邻苯二甲酸酐 在 ammonium hydroxide 、 氯化亚砜 、 potassium carbonate 、 formamide 、 N,N-二甲基甲酰胺 作用下， 以 二甲基亚砜 为溶剂， 反应 80.5h， 生成 4,5-bis(4-methoxyphenoxy)phthalonitrile
  参考文献：
  名称：

  Wohrle; Eskes; Shigehara, Synthesis, 1993, # 2, p. 194 - 196

  摘要：

  DOI：

文献信息

• Flying-seed-like liquid crystals. Part 4: a novel series of bulky substituents inducing mesomorphism instead of using long alkyl chains
  作者：Miho Yoshioka、Kazuchika Ohta、Mikio Yasutake

  DOI：10.1039/c4ra13474e

  日期：——

  We have synthesized a novel series of flying-seed-like liquid crystals substituted by bulky groups instead of using long alkyl chains. The derivatives having methoxy group(s) at the meta position(s) of a phenoxy group tend to show mesophase(s).

  我们已经合成了一系列新型的、类似飞种子的液晶，这些液晶通过使用庞大的基团而不是长的烷基链进行取代。具有甲氧基团在 phenoxy 基团的 间位 的衍生物倾向于显示出介相。
• Boosting the singlet oxygen photosensitization abilities of Zn(<scp>ii</scp>) phthalocyanines through functionalization with bulky fluorinated substituents
  作者：Miguel A. Revuelta-Maza、Santi Nonell、Gema de la Torre、Tomás Torres

  DOI：10.1039/c9ob00872a

  日期：——

  Non-aggregated, crosswise ZnPcs functionalized with bis(trifluoromethyl)phenyl groups in facing isoindoles have proved efficient photosensitizers for singlet oxygen generation.

  非聚集的、横向的以双(三氟甲基)苯基官能化的ZnPcs与面对的异吲哚相结合，已被证明是有效的产生单重氧的光敏剂。
• Infrared spectroscopic characteristics of octa-substituted bis(phthalocyaninato) rare earth complexes peripherally substituted with (4-methoxy)phenoxy derivatives
  作者：Fanli Lu、Jianzhong Cui、Xiuru Yan

  DOI：10.1016/j.saa.2005.06.002

  日期：2006.3

  The infrared (IR) spectroscopic data for a series of 15 rare earth double-deckers M[Pc(MeOPhO)(8)](2) [M = Y, La,..., Lu, except Pm; H2Pc = 2, 3, 9, 10, 16, 17, 23, 24-octakis(4-methoxyphenoxy)phthalocyanine] with tervalent rare earths M-III [Pc(MeOPhO)(8)](2) (M = Y, La,..., Lu except Ce and Pm) and intermediate-valent cerium Ce[(Pc(MeOPh8](2) have been collected with resolution of 2 cm (1). For M-III[Pc(MeOPhO)(8)](2), typical IR marker band of the monoradical anion Pc(MeOPhO)(8)(.-) shows characteristic absorption band whose frequency linearly varies in the range from 1313 cm(-1) as a weak band for La[Pc(MeOPhO)(8)](2) to 1324 cm(-1) as a medium band for Lu[Pc(MeOPhO)(8)](2) along with the decrease of rare earth ionic size. For Ce[Pc(MeOPhO)(8)](2), a weak band at 1324 cm(-1) with contribution from pyrrole stretching was the marker IR band of phthalocyanine dianion Pc2-. In conclusion, all the metal size-dependent IR absorptions should be contributed primarily from the vibrations of pyrrole, isoindole stretching, breathing or deformation or aza stretching of the Pc ring, (c) 2005 Elsevier B.V. All rights reserved.
• Asymmetric Phthalocyanine Synthesis by ROMP-Capture-Release
  作者：Xiaochun Chen、Thaddeus R. Salmon, III、Dominic V. McGrath

  DOI：10.1021/ol900352f

  日期：2009.5.21

  Statistical condensation of norbornenyl-tagged phthalonitrile 3 (Pn A) and 4,5-di-4-methoxyphenoxyphthalonitrile 4 (Pn B) followed by ring-opening metathesis polymerization (ROMP) of Pcs AB(3) and B-4 produced asymmetric Pc-appended polymers. Acidic cleavage of the resulting polymers afforded 2,3,9,10,16,17-hexa-(4-methoxyphenoxy)-23-hydroxy Pc 9. A more soluble 2,3,9,10,16,17-hexa-4-pentylphenoxy-23-hydroxy Pc 13 was synthesized by the same strategy and modified with sebacoyl chloride demonstrating that the unmasked hydroxyl site is reactive as a nucleophile.
• Woehrle Dieter, Eskes Marco, Shigehara Kiyotaka, Yamada Akira, Synthesis, (1993) N 2, S 194-196
  作者：Woehrle Dieter, Eskes Marco, Shigehara Kiyotaka, Yamada Akira

  DOI：——

  日期：——