2,5-Dimethoxy-1,4-benzoldicarbonitril | 4655-68-9

• 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: 2,5-Dimethoxy-1,4-benzoldicarbonitril
• 英文别名: 1,4-Dimethoxy-2,5-dicyan-benzol；2,5-Dimethoxy-terephthalonitril；2,5-Dimethoxyterephthalsaeuredinitril；p-Dimethoxy-terepthalsaeure-dinitril；2,5-Dicyan-hydrochinon-dimethylether；2,5-Dimethoxyterephthalonitrile；2,5-dimethoxybenzene-1,4-dicarbonitrile
• CAS: 4655-68-9
• 化学式: C₁₀H₈N₂O₂
• 分子量: 188.186
• InChiKey: PKLOSECFAMYVCD-UHFFFAOYSA-N

物化性质

• 熔点：
  296-299 °C
• 沸点：
  382.3±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335
• 储存条件：
  存储条件：室温、密封、干燥

反应信息

• 作为反应物：
  描述：

  2,5-Dimethoxy-1,4-benzoldicarbonitril 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 nitronium tetrafluoborate 、 硫酸 、 氢气 、 双氧水 、 硝酸 、 乙酸酐 、 sodium nitrite 作用下， 以 甲醇 、 乙醇 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， -78.0~100.0 ℃ 、344.73 kPa 条件下， 反应 14.58h， 生成 2,7-bis(methoxymethyl)-5,10-dimethoxy-3,8-dimethylpyrimido<4,5-g>quinazoline-4,9(3H,8H)-dione
  参考文献：
  名称：

  Design of pyrimido[4,5-g]quinazoline-based anthraquinone mimics. Structure-activity relationship for quinone methide formation and the influence of internal hydrogen bonds on quinone methide fate

  摘要：

  Pyrimido[4,5-g]quinazolinequinone derivatives were synthesized as a anthraquinone-like reductive alkylating agents. Like many naturally-occurring antibiotics, these quinone derivatives are designed to afford an alkylating quinone methide species upon reduction and leaving-group elimination. Kinetic studies of pyrimido[4,5-g]quinazoline hydroquinones provided evidence of quinone methide intermediate able to trap nucleophiles (alkylation) and protons (ketonization). The rate of quinone methide formation is determined by the hydroquinone free energy. Thus, a linear free energy relationship for quinone methide formation was obtained by plotting rates of quinone methide formation as the log versus the quinone reduction potential. The pyrimido[4,5-g]quinazoline quinone methides fall on this free energy plot, showing that these species are formed by the same mechanism as the other structurally-diverse quinone methides previously studied in this research group. Internal hydrogen bonds present in pyrimido[4,5-g]quinazoline derivatives influence the fate of the quinone methide species as well as the rate of hydroquinone oxidation in the presence of oxygen Such hydrogen bonds stabilize the hydroquinone species, thereby resulting in slow rates of hydroquinone oxidation to quinone in alkaline aerobic buffer. Stabilization of the hydroquinone also results in substantial nucleophile trapping by the quinone methide. Without internal hydrogen bonds, hydroquinone oxidations are rapid and the quinone methide traps only electrophiles.

  DOI：

  10.1021/jo00047a017
• 作为产物：
  描述：

  1,4-二溴-2,5-二甲氧基苯 、 氰化亚铜 在 N-甲基吡咯烷酮 作用下， 反应 12.0h， 以81%的产率得到2,5-Dimethoxy-1,4-benzoldicarbonitril
  参考文献：
  名称：

  Neidlein, Richard; Leidholdt, Rolf, Chemische Berichte, 1986, vol. 119, # 3, p. 844 - 849

  摘要：

  DOI：

文献信息

• LUMINESCENT SQUARAINE ROTAXANE COMPOUNDS
  申请人：SETA BioMedicals, LLC

  公开号：US20190048196A1

  公开（公告）日：2019-02-14

  Luminescent reporter compounds that are rotaxanes having the structure where B—Z—C is a reporter molecule based on a squaraine type molecule, or similar reporter, and K is a macrocycle that encircles and interlocks with the reporter molecule. Applications of the reporter compounds are provided, as well as reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing the reporter compounds.

  具有如下结构的发光报告化合物，是一种轮烷： 其中B—Z—C是基于方酸染料类型分子或类似报告分子的报告分子，K是一个环绕并与报告分子互锁的大环。报告化合物的应用被提供，以及用于合成报告化合物的反应中间体，以及合成报告化合物的方法。
• LUMINESCENT COMPOUNDS
  申请人：Terpetschnig Ewald A.

  公开号：US20100266507A1

  公开（公告）日：2010-10-21

  Luminescent reporter compounds that are rotaxanes having the structure where B—Z—C is a reporter molecule based on a cyanine, squaric acid, or other reporter, and K is a macrocycle that encircles and interlocks with the reporter molecule. Applications of the reporter compounds are provided, as well as reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing the reporter compounds.

  具有以下结构的轮烷的发光报告化合物，其中B—Z—C是基于青菁、方酸或其他报告物质的报告分子，K是环绕并与报告分子相互锁定的大环。提供了报告化合物的应用，以及用于合成报告化合物的反应中间体和合成报告化合物的方法。
• Liquid crystal composition, liquid crystal device, display apparatus and
  申请人：Canon Kabushiki Kaisha

  公开号：US05217643A1

  公开（公告）日：1993-06-08

  A mesomorphic liquid crystal composition stably exhibits lowered resistivity for quickly attenuating a reverse voltage caused by charge localization.

  一种介向液晶组合物能够稳定地表现出降低电阻率的特性，以迅速消减由电荷局部化引起的反向电压。
• Liquid crystal device and liquid crystal apparatus
  申请人：Canon Kabushiki Kaisha

  公开号：US05858269A1

  公开（公告）日：1999-01-12

  A liquid crystal device is constituted by a pair of substrates each having thereon at least an electrode and an alignment control layer, and a liquid crystal composition disposed between the substrates. At least one of the alignment control layers has a thickness of at most 200 .ANG. or comprises polyimide. In the latter case, the pair of substrates have been subjected to mutually different aligning treatments. The liquid crystal composition comprises at least one species of a fluorine-containing mesomorphic compound in an amount of at least 70 wt. % comprising a fluorocarbon terminal portion and a hydrocarbon terminal portion, the terminal portions being connected with a central core, and having smectic mesophase or latent smectic mesophase, and comprises at least one species of a resistivity-modifying substance. The fluorine-containing mesomorphic compound comprises a compound having a fluorocarbon terminal portion containing at least one catenary ether oxygen atom in an amount of at least 30 wt. % based on the liquid crystal composition. The liquid crystal device is effective in improving switching characteristics, an alignment characteristic and display performances while retaining a bookshelf structure or a near bookshelf structure with respect to a smectic layer structure.

  一种液晶装置由一对基板构成，每个基板上至少有一个电极和一个定向控制层，并在基板之间放置一种液晶组合物。至少一个定向控制层的厚度不超过200埃或包含聚酰亚胺。在后一种情况下，基板对已经经过互相不同的定向处理。液晶组合物包括至少一种含氟介相化合物，其含氟碳端部和烃端部，端部与中心核相连，含有薄层介相或潜在薄层介相，占至少70重量％，并包括至少一种电阻率调节物质。含氟介相化合物包括一种含有至少30重量％的链醚氧原子的含氟碳端部化合物，基于液晶组合物。该液晶装置在保持书架结构或近书架结构的同时，有效改善开关特性、定向特性和显示性能。
• Liquid crystal composition, liquid crystal device, display apparatus and display method using same
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP0442499A2

  公开（公告）日：1991-08-21

  A liquid crystal composition containing at least one compound represented by the following formulas (I) to (IV): wherein R denotes hydrogen, or a linear or branched alkyl group having 1 - 18 carbon atoms capable of having a substituent; and X denotes -0-, wherein R1 denotes a linear or branched alkyl or alkoxy group having 1 - 18 carbon atoms capable of having a substituent; and X1 denotes or -CH2O-: wherein R2 denotes hydrogen, or a linear or branched alkyl group having 1 - 18 carbon atoms capable of having a substituent; X2 denotes a single bond, -0-, Y1, Y2, Y3 and Y4 respectively denote hydrogen, fluorine or -CF3 with proviso that at least one of Yi, Y2, Y3 and Y4 is fluorine or -CF3; and n is 0 or 1; and wherein R3 denotes a linear or branched alkyl group having 1 - 18 carbon atoms capable of having a substituent; -A- denotes X3 denotes -0-, or a single bond, X4 denotes -0-, or -CH20-; and m is 0 or 1. The compounds of the formulas (I) to (IV) provide a liquid crystal composition having a stably lowered resistivity, thus quickly attenuating a reverse voltage caused by localization of charges in the liquid crystal composition.

  一种液晶组合物，含有至少一种由下列式子(I)至(IV)代表的化合物： 其中 R 表示氢，或具有 1 - 18 个碳原子、可具有取代基的直链或支链烷基；X 表示-0-、 其中 R1 表示具有 1 - 18 个碳原子的直链或支链烷基或烷氧基，可具有取代基； X1 表示 或-CH2O-： 其中 R2 表示氢，或具有 1-18 个碳原子并可具有取代基的直链或支链烷基； X2 表示单键，-0-、 Y1、Y2、Y3 和 Y4 分别表示氢、氟或-CF3，但 Yi、Y2、Y3 和 Y4 中至少有一个是氟或-CF3；n 为 0 或 1；以及 其中 R3 表示具有 1-18 个碳原子的直链或支链烷基，可具有取代基； -A- 表示 X3 表示-0-、 或单键，X4 表示-0-、 或-CH20-；m为0或1。式（I）至（IV）的化合物提供了一种具有稳定降低的电阻率的液晶组合物，从而快速衰减液晶组合物中电荷局部化引起的反向电压。