1,11-bis(p-methoxyphenyl)-2-bromopropene | 39179-87-8

• 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: 1,11-bis(p-methoxyphenyl)-2-bromopropene
• 英文别名: 4,4'-(2-bromoprop-1-ene-1,1-diyl)bis(methoxybenzene)；2-bromo-1,1-bis-(4-methoxy-phenyl)-propene；2-Brom-1,1-bis-(4-methoxy-phenyl)-propen；1,1-bis(4-methoxyphenyl)-2-bromopropene；1-[2-bromo-1-(4-methoxyphenyl)prop-1-enyl]-4-methoxybenzene
• CAS: 39179-87-8
• 化学式: C₁₇H₁₇BrO₂
• 分子量: 333.225
• InChiKey: QVHMVLCBMBHQSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,11-bis(p-methoxyphenyl)-2-bromopropene 在 乙二醇单钠盐 作用下， 生成 1,1-双(4-甲氧基苯基)丙二烯
  参考文献：
  名称：

  Sakla,A.B. et al., Journal fur praktische Chemie (Leipzig 1954), 1972, vol. 314, p. 793 - 798

  摘要：

  DOI：
• 作为产物：
  描述：

  以 1,2-二氯乙烷 为溶剂， 以3.26 g的产率得到1,11-bis(p-methoxyphenyl)-2-bromopropene
  参考文献：
  名称：

  2,2-(Diaryl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst

  摘要：

  公开号：

  EP1167372B1

文献信息

• Bromination of 1,1-diarylethylenes with bromoethane
  作者：Ze Yu、Jialiang Jiang、Hongtai Chen、Xiangyang Tang

  DOI：10.1080/00397911.2021.1943751

  日期：2021.8.18

  bromides from the corresponding 1,1-diarylethylenes. This protocol not only provides a convenient and straightforward strategy for the rapid construction of various 2,2-diarylvinyl bromides without bromine and extra oxidants, but also can improve the atom economy of Kornblum oxidative reaction.

  摘要 在 DMSO 存在下使用脂肪族溴化物作为卤化试剂，从相应的 1,1-二芳基乙烯产生 2,2-二芳基乙烯基溴。该协议不仅为快速构建各种 2,2-二芳基乙烯基溴化物提供了一种方便且直接的策略，无需溴和额外的氧化剂，而且可以提高 Kornblum 氧化反应的原子经济性。
• 2,2 (Diarlyl) Vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
  申请人：——

  公开号：US20020058837A1

  公开（公告）日：2002-05-16

  A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): 1 (wherein R 1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R 4 and R 5 taken together and/or R 6 and R 7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

  一种由以下通用公式（1）表示的新型2,2-(二芳基)乙烯膦化合物：其中R1是氢原子、具有1至6个碳原子的烷基基团、具有5至7个碳原子的脂环基团等；R2、R3、R4、R5、R6和R7可能相同或不同，每个是具有1至6个碳原子的烷基基团、具有5至7个碳原子的脂环基团等，但要求R4和R5一起和/或R6和R7一起可能代表融合苯环、取代融合苯环、三亚甲基基团等；p、q、r和s每个为0至5，但要求p+q和r+s分别在0至5的范围内；通过使钯化合物作用于新型2,2-(二芳基)乙烯膦化合物而获得的钯-膦催化剂；以及在钯-膦催化剂存在下获得芳胺、二芳基和芳基炔的方法。
• Nanoindentation and adhesion of sol-gel-derived hard coatings on polyester
  作者：C. M. Chan、G. Z. Cao、H. Fong、M. Sarikaya、T. Robinson、L. Nelson

  DOI：10.1557/jmr.2000.0025

  日期：2000.1

  We investigated sol-gel-derived silica-based hard coatings on modified polyester substrates. The silica network was modified by incorporating an organic component and adding transition metal oxides. These modifications resulted in tailored thermal, optical, and mechanical properties of the coatings. Various low-temperature densification techniques were studied including sol-preparation procedure, enhanced solvent evaporation, ultraviolet irradiation, and low-temperature heating (below 150 °C). Oxygen plasma etching was applied to improve the adhesion of the sol-gel coatings on the plastic surface. Nanoindentation analysis revealed that the coatings have a surface hardness up to 2.5 ± 0.27 GPa and an elastic modulus up to 13.6 ± 0.4 GPa, approximately an order of magnitude higher than that of the plastic surface.

  我们研究了改性聚酯基底上的溶胶-凝胶衍生二氧化硅硬涂层。通过加入有机成分和过渡金属氧化物，对二氧化硅网络进行了改性。这些改性使涂层具有量身定制的热学、光学和机械性能。研究了各种低温致密化技术，包括溶胶制备程序、增强溶剂蒸发、紫外线照射和低温加热（低于 150 °C）。为了提高溶胶-凝胶涂层在塑料表面的附着力，还采用了氧等离子刻蚀技术。纳米压痕分析表明，涂层的表面硬度高达 2.5 ± 0.27 GPa，弹性模量高达 13.6 ± 0.4 GPa，比塑料表面高出约一个数量级。
• A Novel (2,2-Diarylvinyl)phosphine/Palladium Catalyst for Effective Aromatic Amination
  作者：Ken Suzuki、Yoji Hori、Takenobu Nishikawa、Tohru Kobayashi

  DOI：10.1002/adsc.200700220

  日期：2007.9.3

  diarylvinylphosphine ligands was designed and synthesized. A catalyst system, consisting of the ligands and palladium species, effectively catalyzed the coupling reaction of aryl bromides and chlorides with amines to afford the corresponding products in good to excellent yields. The efficiency is likely derived from an interaction between the palladium center and the cis-aryl moiety on the diarylvinylphosphine

  设计并合成了一系列新的二芳基乙烯基膦配体。由配体和钯物质组成的催化剂体系有效地催化了芳基溴化物和氯化物与胺的偶联反应，从而以良好或优异的收率提供了相应的产物。该效率很可能源自钯中心与二芳基乙烯基膦配体上的顺式-芳基部分之间的相互作用，从而在偶联反应过程中稳定了催化中间体。
• A NOVEL<i>ORTHO</i>-SUBSTITUENT EFFECT ON FORMATION OF VINYL CATIONS IN THE PHOTOLYSIS OF VINYL BROMIDES
  作者：Tsugio Kitamura、Tomonobu Muta、Shinjiro Kobayashi、Hiroshi Taniguchi

  DOI：10.1246/cl.1982.643

  日期：1982.5.5

  Introduction of a substituent into ortho-position of β-aryl group in a vinyl bromide resulted in the preferential formation of a vinyl cation in the photolysis. It is considered that the steric repulsion of β-aryl groups makes a convenient conformation for an electron transfer from the aromatic ring to the halogen atom in the radical pair.

  将取代基引入乙烯基溴中 β-芳基的邻位导致在光解中优先形成乙烯基阳离子。据认为，β-芳基的空间排斥为电子从芳环转移到自由基对中的卤素原子提供了便利的构象。