5-碘萘-1-胺 | 66640-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 5-碘萘-1-胺
• 英文名称: 5-iodonaphthalene-1-amine
• 英文别名: 5-iodo-[1]naphthylamine；5-Jod-1-amino-naphthalin；5-Jod-[1]naphthylamin；5-Iodonaphthalen-1-amine
• CAS: 66640-75-3
• 化学式: C₁₀H₈IN
• 分子量: 269.085
• InChiKey: OQUFDLNESOFRIV-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C
• 沸点：
  380.8±17.0 °C(Predicted)
• 密度：
  1.819±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-吡啶甲酸 、 5-碘萘-1-胺 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 N-(5-iodonaphthalen-1-yl)picolinamide
  参考文献：
  名称：

  使用 K4[Fe(CN)6] 作为氰化物源直接氰化吡啶甲酰胺

  摘要：

  以无毒的K4[Fe(CN)6]为氰化物源，通过Pd催化的C-H键活化，开发了一种高效、简单、环保的吡啶甲酰胺直接氰化路线。

  DOI：

  10.1246/cl.150111
• 作为产物：
  描述：

  1,5-二硝基萘 在 盐酸 、 sodium sulfide 、 ammonium hydroxide 、 铁粉 、 氯化铵 、 对甲苯磺酸 、 potassium iodide 、 sodium nitrite 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 6.5h， 生成 5-碘萘-1-胺
  参考文献：
  名称：

  使用 K4[Fe(CN)6] 作为氰化物源直接氰化吡啶甲酰胺

  摘要：

  以无毒的K4[Fe(CN)6]为氰化物源，通过Pd催化的C-H键活化，开发了一种高效、简单、环保的吡啶甲酰胺直接氰化路线。

  DOI：

  10.1246/cl.150111

文献信息

• Pd-catalyzed direct CH cyanation of picolinamides via bidentate chelation assistance
  作者：Lulu Wang、Minxin Yang、Xiaochong Liu、He Song、Lu Han、Wenyi Chu、Zhizhong Sun

  DOI：10.1002/aoc.3489

  日期：2016.8

  A bidentate‐chelation assistant palladium‐catalyzed direct C‐H cyanation of picolinamides with TMSCN is described. The reaction of various derivatives gave the corresponding cyanated products in moderate to good yields under mild conditions. In addition, the cyanated product could transform into some valuable functional groups in good yields. Copyright © 2016 John Wiley & Sons, Ltd.

  描述了用TMSCN的二齿螯合助剂钯催化的吡啶甲酰胺直接C-H氰化。各种衍生物的反应在温和条件下以中等至良好的产率得到了相应的氰化产物。另外，氰化产物可以高产率转化成一些有价值的官能团。版权所有©2016 John Wiley＆Sons，Ltd.
• Synthesis of 1,5-naphthylethynyl nanostructure networks with extended π-conjugation. Effective heterocoupling catalyzed by palladium under a compatible CO2 atmosphere
  作者：J.Gonzalo Rodrı́guez、J.Luis Tejedor

  DOI：10.1016/s0040-4039(03)00344-7

  日期：2003.3

  undertaken by palladium-catalyzed cross-coupling reaction between a protected 5-iodonaphthylethynyl and 1-ethynyl-5-(N,N-dimethylamino)naphthalene. Under an argon atmosphere, only the homocoupling product 1,4-(N,N-dimethylamino)naphthyl-1,3-butadiyne was isolated, in excellent yield. However, under a compatible and pure carbon dioxide atmosphere, the cross-coupling product was obtained in excellent

  合成的新的扩展的π共轭5- Ñ，Ñ -dimethylaminonaphthyl家庭用保护的5- iodonaphthylethynyl和1-乙炔基-5-（间钯催化的交叉偶联反应进行Ñ，Ñ二甲基氨基）萘。在氩气气氛下，仅分离均一的偶联产物1，4-（N，N-二甲基氨基）萘基-1，3-丁二炔，收率很高。然而，在相容和纯净的二氧化碳气氛下，以优异的产率获得了交叉偶联产物。
• COMPOSITION FOR PREPARING TRANSPARENT POLYMER FILM, TRANSPARENT POLYMER FILM, AND ELECTRONIC DEVICE INCLUDING SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：EP3187528A1

  公开（公告）日：2017-07-05

  A composition for preparing a polyimide or poly(imide-amide) copolymer, including (1) at least one of (i) a polyimide, a polyamic acid, or a poly(imide-amic acid) including at least one selected from a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 2; and (ii) a poly(imide-amide) copolymer, a poly(amic acid-amide) copolymer, or a poly(imide and amic acid-amide) copolymer including at least one selected from a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 2, and a structural unit represented by Chemical Formula 3, and (2) a compound having a maximum absorption wavelength at about 570 nm or more in a visible radiation region: wherein in Chemical Formulae 1 to 3, A, B, D, and E are the same as defined in the detailed description.

  一种用于制备聚酰亚胺或聚（亚胺-酰胺）共聚物的组合物，包括(1) (i)聚酰亚胺、聚酰胺或聚（亚胺-酰胺）中的至少一种，包括从化学式 1 所代表的结构单元和化学式 2 所代表的结构单元中选出的至少一种；(2) 在可见辐射区域的最大吸收波长约为 570 纳米或更高的化合物： 其中化学式 1 至 3 中的 A、B、D 和 E 与详细说明中的定义相同。
• Scholl, Monatshefte fur Chemie, 1921, vol. 42, p. 407
  作者：Scholl

  DOI：——

  日期：——
• Carbon Networks Based on 1,5-Naphthalene Units. Synthesis of 1,5-Naphthalene Nanostructures with Extended π-Conjugation
  作者：J. Gonzalo Rodríguez、J. Luis Tejedor

  DOI：10.1021/jo0203589

  日期：2002.11.1

  The synthesis and spectroscopic characterization of nanometer-sized conjugated molecules of 5-X-naphthylethynyl (X = NO2, NMe2) units with precise length and constitution have been carried out. A new extended pi-conjugated 5-nitronaphthyl family was synthesized by palladium-catalyzed cross-coupling reaction between the protected 5-iodonaphthylethynyl 5a and 1-ethynyl-5-nitronaphthalene 9, or the resulting ethynyl compound 11 and the 1-iodo-5-nitronaphthalene 3. Catalytic oxidative dimerization of the terminal acetylene compounds permits the isolation of the corresponding 1,3-butadiyne derivatives 16-18, with the nitro groups at the ends of the conjugation, in excellent yields. A new family of conjugated 5-nitro-(naphthylethynyl)-[5-(N,N-dimethylamino)]naphthalene (20-22), was also synthesized by palladium-catalyzed cross-coupling reaction between 5-iodo-N,N-dimethylnaphthalene-1-amine (19) with the appropriate terminal acetylene (9, 11, and 13 respectively). Compounds 20-22 show a fluorescence emission and also exhibit a charge-transfer absorption in the visible spectrum. X-ray structure of 20 confirms a centrosymmetric dimer association with an interplanar distance of 3.43 Angstrom, and the naphthalene rings adopt an anti conformation around the Cequivalent toC triple bond.