3,5-双(溴甲基)苯甲腈 | 74163-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,5-双(溴甲基)苯甲腈
• 英文名称: 3,5-bis(bromomethyl)benzonitrile
• CAS: 74163-48-7
• 化学式: C₉H₇Br₂N
• 分子量: 288.969
• InChiKey: RPUUHCFKDYQOME-UHFFFAOYSA-N

物化性质

• 沸点：
  345.0±32.0 °C(Predicted)
• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 储存条件：
  温度：2-8°C，氛围：惰性气氛

反应信息

• 作为反应物：
  描述：

  3,5-双(溴甲基)苯甲腈 在 potassium tert-butylate 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 3,5-bis[2'-4(dibuthylaminophenyl)vinyl]benzaldehyde
  参考文献：
  名称：

  Rigid Dendritic Donor−Acceptor Ensembles:  Control over Energy and Electron Transduction

  摘要：

  Several generations of phenylenevinylene dendrons, covalently attached to a C-60 core, have been developed as synthetic model systems with hierarchical, fine-tuned architectures. End-capping of these dendritic spacers with dibutylaniline or dodecyloxynaphthalene, as antennas/electron donors, yielded new donor-bridge-acceptor ensembles in which one, two, or four donors are allocated at the peripheral positions of the well-defined dendrons, while the electron accepting fullerene is placed at the focal point of the dendron. On the basis of our cyclic voltammetry experiments, which disclose a single anodic oxidation and several cathodic reduction processes, we rule out significant, long-range couplings between the fullerene core and the end-standing donors in their ground-state configuration. Photophysical investigations, on the other hand, show that upon photoexcitation an efficient and rapid transfer of singlet excited-state energy (6 x 10(10) to 2.5 N 10(12) s(-1)) controls the reactivity of the initially excited antenna portion. Spectroscopic and kinetic evidence suggests that yet a second contribution, that is, an intramolecular electron-transfer, exists, affording C-60(.-) -dendron(.+) with quantum yields (Phi) as high as 0.76 and lifetimes (tau) that are on the order of hundreds of nanoseconds (220-725 ns). Variation of the energy gap modulates the interplay of these two pathways (i.e., competition or sequence between energy and electron transfer).

  DOI：

  10.1021/ja012694x
• 作为产物：
  描述：

  3,5-二甲基苯腈 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 24.0h， 以37%的产率得到3,5-双(溴甲基)苯甲腈
  参考文献：
  名称：

  与取代的二甲苯基双核铜 (I) 配合物在 O2 反应中的可逆双氧结合和芳香羟基化：铜单加氧酶模型系统的合成和低温动力学/热力学和光谱研究

  摘要：

  双氧 (O 2 ) 与铜离子中心结合后的结合和随后的反应性在化学和生物过程中具有重要意义。我们在此详细介绍了 O 2 与二铜 (I) 配合物的反应，涉及 O 2 可逆结合，然后是配体的化学计量芳族羟基化。因此，三配位二铜 (I) 配合物 [Cu 2 (R-XYL)] 2+ (R=H, MeO, t-Bu, F, CN, NO 2 ; 1a-f 具有双核间位取代的二甲苯配体和两个螯合三齿双[2-(2-吡啶基)乙基]胺(PY2)部分和5-R取代基

  DOI：

  10.1021/ja00083a018

文献信息

• [EN] COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND USE THEREOF AS INHIBITORS OF RAN GTPASE<br/>[FR] COMPOSÉS, COMPOSITIONS PHARMACEUTIQUES ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE LA RAN GTPASE
  申请人：THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV

  公开号：WO2019046931A1

  公开（公告）日：2019-03-14

  Compounds of general formula IA, IB and IC outlined below, including pharmaceutically acceptable salts, solvates and hydrates thereof. Such compounds and pharmaceutical compositions comprising them may be used in medical conditions involving Ran GTPase.

  以下概述了通式IA、IB和IC的化合物，包括其药用盐、溶剂合物和水合物。这些化合物和包含它们的药物组合物可用于涉及Ran GTP酶的医疗状况。
• Synthesis and Unusual Crystal Structure of syn-6,15-Dicyano-2,11-dithia[3.3]metacyclophane
  作者：Graham J. Bodwell、John N. Bridson、Tom J. Houghton、Bala Yarlagadda

  DOI：10.1016/s0040-4039(97)01794-2

  日期：1997.10

  syn-6,15-Dicyano-2,11-dithia[3.3]metacyclophane 4 is the first of its kind to crystallize with both bridges in the pseudo-boat conformation. A number of other unusual features are also apparent in the crystal structure, none of which are predicted by AM1 or ab initio calculations. © 1997 Elsevier Science Ltd.

  syn -6,15-二氰基-2,11-二硫杂[3.3]元环烷4是第一个在假船构象中同时带有两个桥的结晶。晶体结构中还存在许多其他异常特征，而AM1或从头算计算都无法预测这些异常特征。©1997爱思唯尔科学有限公司。
• [EN] AMIDE-LINKED EP4 AGONIST-BISPHOSPHONATE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS AGONISTE D'EP4-BISPHOSPHONATE À LIAISON AMIDE ET LEURS UTILISATIONS
  申请人：UNIV FRASER SIMON

  公开号：WO2016199111A1

  公开（公告）日：2016-12-15

  The present invention relates to EP4 agonist-bisphosphonate conjugates or related compounds and uses thereof. Said conjugates or related compounds may be used to provide delivery of an EP4 agonist or related compound to a desired site of action, such as a bone. Bisphosphonate moieties, linked to the EP4 agonists via amide linkers, have been implicated in the inhibition of bone resorption and bone targeting.

  本发明涉及EP4激动剂-双膦酸酯共轭物或相关化合物及其用途。所述共轭物或相关化合物可用于将EP4激动剂或相关化合物传递至所需的作用部位，如骨骼。通过酰胺连接剂与EP4激动剂相连的双膦酸酯基团已被证实与抑制骨吸收和骨靶向有关。
• Synthesis of Photo- and Electroactive Stilbenoid Dendrimers Carrying Dibutylamino Peripheral Groups
  作者：José L. Segura、Rafael Gómez、Nazario Martín、Dirk M. Guldi

  DOI：10.1021/ol016083l

  日期：2001.8.1

  [structure: see text]. A novel convergent synthetic route for the preparation of functionalized and fluorescent stilbenoid dendrons built on the 1,3,5-benzene core and endowed with a periphery of dibutylamino groups has been developed. Long alkyl chains have been incorporated on the peripheral amino moieties to increase the solubility of the final products. Good donor ability of the new dendrimers

  [结构：见文字]。开发了一种新的聚合合成路线，用于制备功能化的和荧光的二苯乙烯类树突，其建立在1,3,5-苯核上并具有二丁基氨基外围。长烷基链已结合在外围氨基部分上以增加最终产物的溶解度。由于存在外围二丁基苯胺部分，通过循环伏安法测量已观察到新的树枝状聚合物的良好供体能力。
• An Experimental Study on the Effect of Substituents on Aromatic-Aromatic Interactions in Dithia[3,3]-metaparacyclophanes
  作者：Jian Long Xia、Sheng Hua Liu、Franco Cozzi、Michele Mancinelli、Andrea Mazzanti

  DOI：10.1002/chem.201103639

  日期：2012.3.19

  Simple model systems based on the 2,11‐dithia[3,3]‐metaparacyclophane skeleton were synthesized to study the effects of substituents on the intramolecular aromatic–aromatic interactions between benzene rings. X‐ray crystallography established that, in their more stable conformations, these metaparacyclophanes featured partially overlapping aromatic rings (interplanar distances of about 3.5 Å), with

  合成了一个简单的基于2,11-二硫代[3,3]-间对环磷烷骨架的模型系统，以研究取代基对苯环之间分子内芳香-芳族相互作用的影响。X射线晶体学确定，这些亚对环芳烃具有更稳定的构型，具有部分重叠的芳环（平面间距约3.5Å），且芳族体系的平面排列呈略微倾斜的排列（平面角度范围为5– 19°）。计算表明，这些衍生物后行topomerization通过的翻转元在取代的环段替换一个环，这是两个环采用连续的边对面配置（包括正交的环配置）的过程，该配置比开始的面对面排列不稳定。异构化过程的能垒是通过变温NMR光谱法通过实验确定的，方法是使用内部温度标准评估能量的微小差异（相对实验误差：（±0.1 kJ mol -1）。相互作用环上不同取代基的功能很小，并且显然与取代基对π系统极性的影响无关，基于电荷渗透效应的解释似乎更适合于使观察到的趋势趋于合理化。障碍。