dimethyl 4,5-bis(bromomethyl)phthalate | 190260-22-1

• 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: dimethyl 4,5-bis(bromomethyl)phthalate
• 英文别名: dimethyl 4,5-bis(dibromomethyl)phthalate；dimethyl 4,5-di(bromomethyl)phthalate；4,5-bis(bromomethyl)-phthalic acid dimethyl ester；Dimethyl 4,5-bis(bromomethyl)benzene-1,2-dicarboxylate
• CAS: 190260-22-1
• 化学式: C₁₂H₁₂Br₂O₄
• 分子量: 380.033
• InChiKey: DBZPOEAXTZVVDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 4,5-bis(bromomethyl)phthalate 在 钾硼氢 、 四丁基溴化铵 、 三溴化磷 、 lithium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 反应 57.0h， 生成 1,4,6,8-Tetrahydrothieno[3,4-g][2,3]benzoxathiine 3,7,7-trioxide
  参考文献：
  名称：

  A Short Synthetic Route to a Hybrid Molecule Benzosultine-Sulfone via [2+2+2] Cyclotrimerization Using Mo(CO)6

  摘要：

  Here, we report an improved and short synthetic route to benzosultine-sulfone via [2+2+2] cyclotrimerization as a key step, starting with dipropargyl ether and 1,4-dibromo-2-butyne with an overall yield of 16%.

  DOI：

  10.3987/com-16-s(s)71
• 作为产物：
  描述：

  dimethyl 4,5-bis(acetoxymethyl)phthalate 在 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以46%的产率得到dimethyl 4,5-bis(bromomethyl)phthalate
  参考文献：
  名称：

  Design and Synthesis of Benzosultine-sulfone as a o-Xylylene Precursor via Cross-enyne Metathesis and Rongalite: Further Expansion to Polycyclics via Regioselective Diels−Alder Reaction

  摘要：

  Benzosultine-sulfone 5 has been prepared as a o-xylylene or o-quinodimethane precursor by utilization of rongalite. Thermal activation of this hybrid molecule 5 has resulted a new sulfone-based building block 6. Building block 5 is a suitable precursor for the synthesis of unsymmetrically functionalized polycyclics through Diels-Alder (DA) chemistry. The dibromosulfone 24 and benzosultine-sulfone 5 has also been used for the synthesis of various sulfone based unnatural a-amino acid (AAA) derivatives.

  DOI：

  10.1021/jo100655c

文献信息

• Synthesis and Characterization of 2,3,9,10-Tetradendronized Pentacene
  作者：Tomoyuki Tajima、Akio Yamakawa、Keitaro Fukuda、Yuuki Hayashi、Masahiko Nakano、Yutaka Takaguchi

  DOI：10.1246/cl.2012.1622

  日期：2012.12.5

  A new pentacene dendrimer was synthesized in 81% yield through the aromatization of a dihydropentacene derivative having benzyl ether dendrons at the C2, C3, C9, and C10 positions. The dendrimer is very soluble in various organic solvents such as toluene, benzene, chloroform, dichloromethane, acetone, and ethyl acetate. The half-life of the dendrimer reaches 22.4 min upon photoirradiation in air. Interestingly, regiospecific [4 + 2] cycloaddition reactions proceeded at the central ring of the pentacene.

  通过将苯甲醚树枝状单元引入到二氢并五苯衍生物的C2、C3、C9和C10位置上，并进行芳构化反应，成功合成了一种新型的并五苯树枝状聚合物，产率高达81%。该树枝状聚合物在多种有机溶剂中具有良好的溶解性，包括甲苯、苯、氯仿、二氯甲烷、丙酮和乙酸乙酯。在空气中进行光照射时，其半衰期达到22.4分钟。值得注意的是，在并五苯的中心环上发生了区域选择性的[4 + 2]环加成反应。
• 2,3-DIHYDRO-1H-ISOINDOL-1-IMINE DERIVATIVES USEFUL AS THROMBIN PAR-1 RECEPTOR ANTAGONIST
  申请人：Zhang Han-Cheng

  公开号：US20110105490A1

  公开（公告）日：2011-05-05

  The present invention is directed to novel 2,3-dihydro-1H-isoindol-1-imine derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the thrombin PAR-1 receptor antagonists.

  本发明涉及新颖的2,3-二氢-1H-异吲哚-1-亚胺衍生物，含有它们的药物组合物以及它们在治疗由凝血酶PAR-1受体拮抗剂调节的疾病和症状中的应用。
• COMPOUND AND POLYMER COMPOUND CONTAINING THE COMPOUND
  申请人：JAPAN SCIENCE AND TECHNOLOGY AGENCY

  公开号：US20210002284A1

  公开（公告）日：2021-01-07

  Provided is a compound having higher fluorescence quantum yield and higher optical stability than a conventional FLAP and a polymer compound containing the compound. A: seven or eight-membered ring structure, Y 1 ,Y 2 ,Y 3 : halogen atom or the like, a1: number of Y 1 , a2: number of Y 2 , B: number of Y 3 , 0≤m and n≤3: when 1≤m≤3, Y 1 may be substituted with a structure portion defined by m, when 1≤n≤3, Y 2 may be substituted with a structure portion defined by n, and B 1 , B 2 : Formulas (2-1) to (2-3). C 1 , C 2 , C 3 : structure containing a cyclic hydrocarbon compound, D 1 , D 2 , D 3 : substructure that inhibits aggregation, E 1 , E 2 , E 3 : polymerizable substructure, Z 1 : hydrogen atom or the like, c: number of substituent groups Z 1 , Z 2 , Z 3 : hydrogen atom or the like, and may form a ring with C 2 .

  提供了一种具有比传统FLAP具有更高荧光量子产率和更高光学稳定性的化合物，以及含有该化合物的聚合物化合物。A：七元或八元环结构，Y1，Y2，Y3：卤素原子或类似物，a1：Y1的数量，a2：Y2的数量，B：Y3的数量，0≤m和n≤3：当1≤m≤3时，Y1可能被定义为m的结构部分替代，当1≤n≤3时，Y2可能被定义为n的结构部分替代，B1，B2：公式（2-1）至（2-3）。C1，C2，C3：含有环烃化合物的结构，D1，D2，D3：抑制聚集的亚结构，E1，E2，E3：可聚合的亚结构，Z1：氢原子或类似物，c：取代基Z1的数量，Z2，Z3：氢原子或类似物，可能与C2形成环。
• From Metacyclophanes to Cyclacenes: Synthesis and Properties of [6.8]₃Cyclacene
  作者：Birgit Esser、Arkasish Bandyopadhyay、Frank Rominger、Rolf Gleiter

  DOI：10.1002/chem.200802297

  日期：2009.3.23

  Conjugated belts: [6.8]3cyclacene as the first hydrocarbon cyclacene was synthesized in a de novo strategy. Various [23]metacyclophanes are described as intermediates. The synthetic approach was extended to larger cyclacenes, and [24]metacyclophanes as precursors of [6.8]4cyclacene were synthesized.

  共轭带：[6.8] 3并四环化合物是第一个从头合成策略，是第一个烃基并环化合物。各种[2 3 ]元环烷被描述为中间体。合成方法扩展到更大的环并烷，并合成了作为[6.8] 4并四苯环的前体的[ 2 4 ]间环环烷。
• Flapping viscosity probe that shows polarity-independent ratiometric fluorescence
  作者：Ryota Kotani、Hikaru Sotome、Hajime Okajima、Soichi Yokoyama、Yumi Nakaike、Akihiro Kashiwagi、Chigusa Mori、Yuki Nakada、Shigehiro Yamaguchi、Atsuhiro Osuka、Akira Sakamoto、Hiroshi Miyasaka、Shohei Saito

  DOI：10.1039/c7tc01533j

  日期：——

  variety of fluorescent molecular viscosity probes have been widely used for mapping the local viscosity in cells and for monitoring the microenvironments in materials. However, their viscosity-sensing structural design still relies strongly on molecular rotors featuring intramolecular rotational dynamics. Here we report flapping molecules (FLAP) as a ratiometric viscosity-sensing fluorophore that shows

  多种荧光分子粘度探针已广泛用于绘制细胞中的局部粘度和监测材料中的微环境。但是，它们的粘度传感结构设计仍然强烈依赖具有分子内旋转动力学特性的分子转子。在这里我们报告拍打分子（FLAP）作为比率粘度感应荧光团，显示极性无关的双重荧光。粘度传感机制基于单重态激发态（S 1），其中八元环的挠性运动起着重要作用。快速构象动力学已通过时间分辨光谱学进行了研究，并已对粘滞变色性质进行了定量分析。还已经证明了FLAP在监测环氧树脂的固化过程中的应用，其中其他典型的环境敏感染料不能用作局部粘度探针。