2-(4-环己烯基)乙基甲基二氯硅烷 | 17864-93-6

• 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: 2-(4-环己烯基)乙基甲基二氯硅烷
• 中文别名: [2-(4-环己烯基)乙基]甲基二氯硅烷；2-(4-环己烯)乙基甲基二氯硅烷
• 英文名称: dichloro-(2-cyclohex-3-enyl-ethyl)-methyl-silane
• 英文别名: Dichlor-(2-cyclohex-3-enyl-aethyl)-methyl-silan；dichloro[2-(3-cyclohexen-1-yl)ethyl]methylsilane；2-(3-cyclohexenyl)ethylmethyldichlorosilane；Dichlor-<2-(3-cyclohexen-1-yl)-ethyl>-methylsilan；2-(3-Cyclohexen-1-yl)-ethyl-methyldichlorsilan；Dichloro-(2-cyclohex-3-en-1-ylethyl)-methylsilane
• CAS: 17864-93-6
• 化学式: C₉H₁₆Cl₂Si
• mdl: MFCD00039471
• 分子量: 223.218
• InChiKey: GIVCFIPFCVYUQZ-UHFFFAOYSA-N

物化性质

• 熔点：
  <0°C
• 沸点：
  79 °C
• 密度：
  1.077
• 闪点：
  80°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.777
• 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
• 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：

  2-(4-环己烯基)乙基甲基二氯硅烷 生成 2,4,6,8-tetrakis-(2-cyclohex-3-enyl-ethyl)-2,4,6,8-tetramethyl-cyclotetrasiloxane
  参考文献：
  名称：

  The Addition of Silicon Hydrides to Olefinic Double Bonds. Part II. The Use of Group VIII Metal Catalysts

  摘要：

  DOI：

  10.1021/ja01561a054
• 作为产物：
  描述：

  甲基二氯硅烷 、 4-乙烯基-1-环己烯 在 铂 作用下， 生成 2-(4-环己烯基)乙基甲基二氯硅烷
  参考文献：
  名称：

  反式-二-μ-氢化物-双（三环己基膦）双（甲硅烷基）二铂配合物催化的烯烃的氢化硅烷化

  摘要：

  双铂配合物[{Pt（SiR 3）（µ-H）[（C 6 H 11）3 P]} 2 ]催化硅烷R 3 SiH的添加（R = Me，Et，PhCH 2，Ph，OEt，或Cl）为戊-1-烯，己-1-烯，苯乙烯，烯丙基氯和2-甲基丙烯。硅烷的反应性从高到低依次为：Me 2 EtSiH≃Me 2 PhSiH≃Me 2（PhCH 2）SiH ClMe 2 SiH> Me 3 SiH> Cl 3 SiH Et 3 SiH （EtO）3 SiH，但烯丙基氯除外它是Cl3 SiH> Cl 2 MeSiH> Me 2 PhSiHClMe 2 SiH。加氢甲硅烷基化反应经常强烈放热，在催化剂：反应物比率为10 –4 –10 –6：1的情况下以高收率进行反应。六元-1,5-二烯，八元-1,7-二烯和4-乙烯基环己烯也会发生反应使用相同的催化剂体系，可以轻松地与硅烷一起使用。六（1，5-二烯）和八（1，7-二烯）可提

  DOI：

  10.1039/dt9770001519

文献信息

• Kaverin,V.V. et al., Journal of general chemistry of the USSR, 1979, vol. 49, p. 1575 - 1579
  作者：Kaverin,V.V. et al.

  DOI：——

  日期：——
• Pure Blue Emitting Poly(3,6-dimethoxy-9,9-dialkylsilafluorenes) Prepared via Nickel-Catalyzed Cross-Coupling of Diarylmagnesate Monomers
  作者：Jeffrey J. McDowell、Isabel Schick、Alastair Price、Daniel Faulkner、Geoffrey Ozin

  DOI：10.1021/ma401346y

  日期：2013.9.10

  Polysilafluorenes (PSFs) are an important class of light-emitting conjugate polymers noted for their characteristic brilliant solid state blue luminescence, high quantum efficiency, excellent solubility, and improved thermal stability. These polymers are also reported to have superior electron conductivity to polyfluorenes. The higher electron affinity and conductivity, which are particularly promising for OLEDs, originate from sigma*-pi* conjugation between the sigma* antibonding orbital of the exocyclic Si-C bond and the pi* antibonding orbital of the butadiene fragment. In this paper, we present the synthesis and thorough characterization of several new derivatives of 2,7-dibromo-3,6-dimethoxy-9,9-dialkylsilafluorene monomers and demonstrate an efficient room temperature route to their polymerization. In addition to silafluorene monomers with simple alkyl side chains, we have increased the functionality of several of our monomers by incorporating vinyl, cyclohexenyl, and norbornenyl moieties into their side chains, which we believe is useful for postpolymerization modification. (i.e., adding pendant emitters to tune PL or cross-linking). The production of polymer was achieved using a nickel-catalyzed polycondenation of diarylmagnesate-type monomers in a mixed solvent system of THF and 1,4-dioxane (7:3). Using 1,4-dioxane as a cosolvent was discovered to significantly increase the Mg/Br exchange rate by a factor of 5, reducing the time required to achieve stiochiometric conversion of sterically hindered and electron rich 2,7-dibromo-3,6-dimethoxy-9,9-dialkylsilafluorene to 2 h. Also, relatively fast rates of polymerization were observed. Polymers reached their maximum molecular weight within 30 m. In many cases, M-n exceeds 50 kg/mol (PDI similar to 1.5-2.0). The resultant polymers possess characteristic blue photoluminescence with solid state quantum yields (exceeding 80% in many cases). Polymer films have excellent transparency (with a measured E-g similar to 3.0 eV) and thermal stability as demonstrated by TGA/DSC. Energy levels determined using CV were -5.62 and -2.62 eV for HOMO and LUMO, respectively.
• Petrow et al., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1957, p. 1206,1212;engl.Ausg.S.1230,1236
  作者：Petrow et al.

  DOI：——

  日期：——
• KAVERIN V. V.; SALIMGAREEVA I. M.; KOVALEVA I. V.; YUREV V. P., ZH. OBSHCH. XIM., 1979 49 HO 8 1793-1798
  作者：KAVERIN V. V.、 SALIMGAREEVA I. M.、 KOVALEVA I. V.、 YUREV V. P.

  DOI：——

  日期：——
• FUNAXASI, YUITI;VATANABEH, DZYUNITIRO ;TAKEHDA, KIESI;MATSUMOTO, MAKOTO
  作者：FUNAXASI, YUITI、VATANABEH, DZYUNITIRO 、TAKEHDA, KIESI、MATSUMOTO, MAKOTO

  DOI：——

  日期：——