5-(二环庚烯基)三氯硅烷 | 14319-64-3

• 物质功能分类: 化学试剂 - 硅烷试剂
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 5-(二环庚烯基)三氯硅烷
• 中文别名: (5-双环(2.2.1)庚基-2-烯)三氯硅烷
• 英文名称: (Bicyclo<2.2.1>hept-5-en-2-yl)trichlorsilan
• 英文别名: 5-trichlorsilylbicyclo<2.2.1>hept-2-en；9-(bicyclo[2.2.1]hept-5-en-2-yl)trichlorosilane；norborn-5-en-2-yltrichlorosilane；5-trichlorosilanyl-2-norbornene；5-(trichlorosilyl)norbornene-2；5-trichlorosilane-2-norbornene；Bicyclo[2.2.1]hept-5-en-2-yltrichlorosilane；2-bicyclo[2.2.1]hept-5-enyl(trichloro)silane
• CAS: 14319-64-3
• 化学式: C₇H₉Cl₃Si
• 分子量: 227.593
• InChiKey: RDAOXVBXDCANBV-UHFFFAOYSA-N

物化性质

• 熔点：
  <0°C
• 沸点：
  75 °C
• 密度：
  1.297
• 闪点：
  87°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  Yes
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34,R36/37/38
• 危险品运输编号：
  UN 2987
• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  5-(二环庚烯基)三氯硅烷 在 钯 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 二环[2.2.1]己-乙基三氯硅烷
  参考文献：
  名称：

  Organofluorosilicates in organic synthesis. 9. Stereochemistry at carbon in cleavage of the carbon-silicon bond in exo- and endo-2-norbornylpentafluorosilicates by various brominating agents

  摘要：

  DOI：

  10.1021/ja00529a074
• 作为产物：
  描述：

  2,5-降冰片二烯 在 dihydrogen hexachloroplatinate 三氯硅烷 作用下， 70.0 ℃ 、147.09 kPa 条件下， 生成 5-(二环庚烯基)三氯硅烷
  参考文献：
  名称：

  Petrov,A.D. et al., Journal of general chemistry of the USSR, 1961, vol. 31, p. 1109 - 1117

  摘要：

  DOI：

文献信息

• Organofluorosilicates in organic synthesis
  作者：Kohei Tamao、Masayuki Mishima、Jun-ichi Yoshida、Masataka Takahashi、Neyoshi Ishida、Makoto Kumada

  DOI：10.1016/s0022-328x(00)86818-7

  日期：1982.2

  together with IV and an unidentified product. GLC-monitoring of the reactions showed the higher reactivity of the norbornenyl derivative having the leaving group in theendo position irrespective of whether the leaving group is SiF5 or H. Since no inhibition was observed by the addition of hydroquinone in the dark, the reactions have been regarded as homoallylic electrophilic substitutions. A concerted

  考察了5-降冰片烯-2-基五氟硅酸钾（Ⅰ）和5-降冰片烯-2-基三甲基硅烷（Ⅱ）与NBS的反应。前一个反应从碳-硅键的裂解中产生了唯一可检测到的3-正三环基溴化物（IV）。然而，后者反应产生的主要产物为3-溴-1-正三环基三甲基硅烷（V），这是由于碳氢键α与硅以及IV和未确定的产物一起裂解所致。反应的GLC监测表明，在内位具有离去基团的降冰片烯基衍生物的反应性更高，而与离去基团是否为SiF 5无关由于在黑暗中未发现对苯二酚的抑制作用，因此该反应被认为是均烯丙基亲电子取代基。协调的机制似乎与实验数据一致。还研究了用一氯化碘裂解1-去甲环基三甲基硅烷得到1-碘代三环烯。
• Iridium-containing polymers based on functionalized norbornenes as new efficient electroluminophores
  作者：L. N. Bochkarev、Yu. E. Begantsova、E. O. Platonova、G. V. Basova、A. V. Rozhkov、V. A. Il’ichev、E. V. Baranov、G. A. Abakumov、M. N. Bochkarev

  DOI：10.1007/s11172-014-0540-8

  日期：2014.4

  The copolymer with carbazole and iridium-containing groups in the side chains (P1) and the terpolymer with additional organosilicon units (P2) were synthesized by the ring-opening metathesis polymerization (ROMP). The photoluminescence (PL) and electroluminescence (EL) properties of the synthesized polymeric materials were investigated. The iridium-containing terpolymer exhibited the most efficient EL characteristics: the maximum brightness is 1780 cd m−2 (21 V), the maximum current efficiency is 23.3 cd A−1 (13 V), and the maximum power efficiency is 6.4 lm W−1 (11 V). The color coordinates of the emission in the CIE (Commision Internationale de l’Eclairage) diagram (0.21, 0.71) correspond to the green color and remain virtually unchanged in the whole driving voltage range.

  通过开环易位聚合(ROMP)合成了侧链上含有咔唑和含铱基团的共聚物(P1)和带有附加有机硅单元的三元共聚物(P2)。研究了合成聚合物材料的光致发光（PL）和电致发光（EL）性能。含铱三元共聚物表现出最高效的EL特性：最大亮度为1780 cd m−2 (21 V)，最大电流效率为23.3 cd A−1 (13 V)，最大功率效率为6.4 lm W −1（11V）。 CIE（国际照明委员会）图中的发射色坐标（0.21，0.71）对应于绿色，并且在整个驱动电压范围内几乎保持不变。
• Silaheterocyclen
  作者：N. Auner

  DOI：10.1016/0022-328x(88)80318-8

  日期：1988.10
• Highly permeable polymer materials based on silicon-substituted norbornenes
  作者：M. L. Gringol’ts、M. V. Bermeshev、A. V. Syromolotov、L. E. Starannikova、M. F. Filatova、K. L. Makovetskii、E. Sh. Finkel’shtein

  DOI：10.1134/s0965544110050063

  日期：2010.9

  An approach to the manufacture of highly permeable polymers based on the synthesis and polymerization of norbornenes, norbornadienes, and tricyclononenes with different numbers and different positions of silicon-containing substituents has been developed. It has been found that these monomers are readily involved in metathesis polymerization yielding high-molecular-mass polymers possessing good filmforming properties. The addition (vinyl) polymerization of norbornenes is a more complex process; however, the product silylated polynorbornenes exhibit a higher gas permeability than the corresponding metathesis polynorbornenes. By the level of the gas-transport parameters, the silylated addition polynorbornenes obtained in the study are grouped with the most advanced high-permeability polymers. It has been shown that the presence of Me3Si substituent groups, their amount, and the main-chain structure are responsible for the enhancement of the gas permeability of polynorbornenes. Thus, a series of polymers with a regularly changing structure has been obtained, a result that makes it possible to reveal the polymer structure-property relations.
• Reactions of Vinyltrichlorosilane and Vinyltriethoxysilane
  作者：G. H. Wagner、D. L. Bailey、A. N. Pines、M. L. Dunham、D. B. Mclntire

  DOI：10.1021/ie50518a036

  日期：1953.2