1-(1-iodo-vinyl)-naphthalene | 848122-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1-iodo-vinyl)-naphthalene
• 英文别名: alpha-Iodoethenyl-naphthalene；1-(1-iodoethenyl)naphthalene
• CAS: 848122-22-5
• 化学式: C₁₂H₉I
• 分子量: 280.108
• InChiKey: PIUZUJVLIXKYFO-UHFFFAOYSA-N

物化性质

• 沸点：
  353.8±21.0 °C(Predicted)
• 密度：
  1.631±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(1-iodo-vinyl)-naphthalene 在 叔丁基锂 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 1.17h， 生成 7-methyl-4-methylene-2,3,4,4a,5,6-hexahydro-1H-[1,1']-binaphthalenyl-8a-ol
  参考文献：
  名称：

  Conservation of the Planar Chiral Information in the Tandem Oxy-Cope/Ene Reaction

  摘要：

  We report the stereoselective synthesis of a Decalin unit using a tandem oxy-Cope/ene reaction. [3,3]-Shift of 1,2-divinyleyclohexenol 18 generates (1E, 3Z, 7E) cyclodecatrien-2-ol 23 which tautomerizes to ketone 21 (Figure 3). The chiral information embedded in 23 is transferred into the newly formed stereogenic carbon C6 in 21. The efficiency of the chirality transfer is a reflection of the difference in the rates of ring inversion versus tautomerization of 23. Ketone 21 undergoes a carbonyl-ene reaction to give Decalin 20. Assuming a rapid equilibrium between macrocyclic diastereomers, the diastereomeric ratio of the transannular ene reaction is governed by the Curtin-Hammett principle. Analysis of the conservation of the planar chiral information in the tandem oxy-Cope/ene reaction is presented.

  DOI：

  10.1021/jo047916z
• 作为产物：
  描述：

  1-乙炔基萘 在 磷酸 、 碘 作用下， 以87%的产率得到1-(1-iodo-vinyl)-naphthalene
  参考文献：
  名称：

  易于获得有机碘：具有I 2的碳-碳不饱和键的实际加氢加碘和双加碘

  摘要：

  通过使用I 2或I 2 / H 3 PO 3体系，将各种烯烃和炔烃以良好的产率转化为相应的烷基碘和烯基碘。在存在I 2的情况下，可以在室温下于空气中使用H 2 O作为溶剂将炔烃二碘化。由于可以通过萃取获得纯产物，因此该方法还具有简单的后处理程序。此外，首次将无毒廉价的膦酸H 3 PO 3与烯烃和炔烃成功加氢碘化，为有机碘的合成提供了一种简单实用的方法。

  DOI：

  10.1016/j.tet.2019.05.019

文献信息

• High-yielding synthesis of Weinreb amides via homogeneous catalytic carbonylation of iodoalkenes and iodoarenes
  作者：Attila Takács、Andrea Petz、László Kollár

  DOI：10.1016/j.tet.2010.04.076

  日期：2010.6

  1-iodo-1-(1-naphthyl)ethene) were used as substrates in palladium-catalysed aminocarbonylation with N,O-dimethylhydroxylamine. The corresponding Weinreb amides were prepared in high isolated yields (up to 87%) when forcing conditions (40–60 bar of CO, 50 °C) were used. The aminocarbonylation provides the Weinreb amides as pure products in a chemoselective reaction. No formation of ketocarboxamides, due to double CO

  碘代芳烃（碘代苯和2-碘代噻吩）和碘代烯烃（1-碘代环己烯，1-碘代-4-叔丁基环己烯，1-碘-2-甲基环己烯和1-碘-1-（1-萘基）乙烯）被用作底物N，O-二甲基羟胺在钯催化的氨基羰基化反应中的作用。当使用强制条件（40-60 bar CO，50°C）时，可以以较高的分离产率（高达87％）制备相应的Weinreb酰胺。氨基羰基化在化学选择性反应中提供了作为纯产物的Weinreb酰胺。除了2-碘噻吩外，即使在60 bar的CO压力下也未观察到由于双CO插入而导致的酮甲酰胺的形成。
• Process for producing a catalyst for the polymerization of olefines
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0152593A2

  公开（公告）日：1985-08-28

  By including filter means in the conduit used to decant liquids which have been used to contact a catalyst component or catalyst prepared for the polymerization of olefins, the catalyst and polymers prepared therewith are improved. For example, with a supported transition metal catalyst the catalyst productivity is increased and the proportion of fines in polyethylene prepared therewith is reduced.

  通过在用于倾析与催化剂组分或烯烃聚合催化剂接触的液体的导管中加入过滤装置，可改善催化剂和用其制备的聚合物。 例如，使用支撑过渡金属催化剂，可提高催化剂的生产率，并降低用其制备的聚乙烯中细小颗粒的比例。
• Nitrite gel suppressants
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0151195A1

  公开（公告）日：1985-08-14

  A metal nitrite or organic nitrite is admixed with a monovinyl-substituted aromatic hydrocarbon/conjugated diene copolymer to inhibit gel and fisheye formation in the copolymer.

  将金属亚硝酸盐或有机亚硝酸盐与单乙烯基取代芳香烃/共轭二烯共聚物混合，以抑制共聚物中凝胶和鱼眼的形成。
• Fluorescent labels and labeled species and their use in analytical elements and determinations
  申请人：EASTMAN KODAK COMPANY (a New Jersey corporation)

  公开号：EP0195624A2

  公开（公告）日：1986-09-24

  Fluorescent labels comprise a polysaccharide bound to a polymeric particle which contains a fluorescent rare earth chelate. These labels can be attached to any of a variety of physiologically reactive species to provide labeled species which have improved stability in aqueous solutions. The labeled species are particularly useful in specific binding assays to determine an immunologically reactive ligand, e.g. a hapten, in either solution or dry analytical techniques.

  荧光标签由与含有荧光稀土螯合物的聚合物颗粒结合的多糖组成。 这些标签可附着在各种生理活性物质上，以提供在水溶液中稳定性更好的标记物质。 标记物质特别适用于特异性结合测定，以确定溶液或干分析技术中的免疫活性配体（如合体）。
• SOLID X-RAY CONTRAST MEDIUM
  申请人：MANAC INCORPORATED

  公开号：EP0374266A1

  公开（公告）日：1990-06-27

  The invention provides a stable and effective solid X-ray contrast medium which comprises an iodine-substituted aromatic polymer containing 1 to 75 wt % of iodine. This agent neither causes side effects on digestive organs, such as constipation as, unlike a conventional barium-containing preparation and nor causes iodine shock due to the use of, for example, a water-soluble iodine-containing preparation containing amidotrizoate sodium meglumine.

  本发明提供了一种稳定有效的固体 X 射线造影剂，它由一种碘取代的芳香族聚合物组成，碘含量为 1 至 75 wt %。与传统的含钡制剂不同，这种制剂既不会对消化器官产生副作用，如便秘，也不会像使用水溶性含碘制剂那样引起碘休克，例如含有脒基三苯甲酸钠巨鲁明的水溶性含碘制剂。