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Trimethyl(vinyl)silane 乙烯基三甲基硅烷

规格: 93%
CAS: 754-05-2
产品编号: H37718
MDL: MFCD00008606
品牌: INFI

有机硅烷类化合物主要应用在有机合成及有机硅材料领域。在有机合成中,硅烷作为羟基 保护基大量存在,如三甲基氯硅烷,TBSCI,有时作为一个合成子载体存在,如乙烯基三甲基 硅烷,烯丙基三甲基硅烷,六甲基二硅硫烷等,从而实现相应的官能团化反应。有机硅材料领域有硅烷偶联剂、硅油(硅脂、硅乳液、硅表面活性剂)、高温硫化硅橡胶、液体硅橡胶、硅 树脂、封端剂,含硅复合共聚物等。

应用介绍及参考文献

1 .如乙烯基三甲基硅烷作为一个“乙”合成子,用于3+2环加成反应,应用于有机合成过程中

  

参考文献:Vinyltrimethylsilane, Glenn J. Fegley Gerald L. Larson, Encyclopedia of Reagents for Organic Synthesis, 2008.


2.如烯丙基三甲基硅烷,作为一个烯丙基化试剂,应用于艾日布林或者前列素类似物的合成中。

TiCl3(OiPr)

参考文献:W020050118565, WO2019102490


参考文献:Gary A. Sulikowski et al Org. Lett. 2019, 21, 10048-10051


参考文献:Gary A. Sulikowski et al Org. Lett. 2019, 21, 10048-10051

3.作为聚合引发剂,或者烯姪共聚物,参与烯姪聚合,形成功能性有机硅材料,如耐水性硅胶 粘合剂,修饰聚氟乙烯等

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Chemical NameTrimethyl(vinyl)silane
Synonym 乙烯基三甲基硅 silane,trimethylvinyl- Trimethylsilylethylen 2-(Trimethylsilyl)ethene 三甲基乙烯基硅烷 三甲基硅乙烯 乙烯基三甲基硅 Trimethyl-vinylsilan Silane, ethenyltrimethyl- (Trimethylsi trimethylvinylsilane;vinyltrimethylsilane (TRIMETHYLSILYL)ETHYLENE TRIMETHYLVINYLSILANE Vinyltrimethysilane CH2=CHSi(CH3)3 Vinyl-trimethylsilan Trimethylsilylethene 1-(Trimethylsilyl)ethene Vinyltrimethylsilane,99% VINYLTRIMETHYLSILANE 97% trimethylvinylsilane trimethyl-vinyl-silane Silane, trimethylvinyl- 三甲基乙烯基硅烷;三甲基硅乙烯;乙烯基三甲基硅 vinyltrimethylsilane (Trimethylsilyl)ethylene
MDL NumberMFCD00008606
CAS Number754-05-2
PubChem Substance ID87577858
EC Number212-042-9
Beilstein Registry Number4(4)3922
Reaxys-RN956572
Chemical Name Translation乙烯基三甲基硅烷
InChIKeyGCSJLQSCSDMKTP-UHFFFAOYSA-N
LabNetwork Molecule IDLN00009584
GHS Symbol
WGK Germany3
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H302 Harmful if swallowed 吞食有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H351 Suspected of causing cancer 怀疑致癌
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
    Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
    Precautionary statements
    • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
    • P501 Dispose of contents/container to..… 处理内容物/容器.....
    • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
    • P305+P351+P338
    • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
    • P332+P313
    • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
    • P302+P352+P332+P313+P362+P364
    • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
    • P303+P361+P353
    • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
    • P370+P378
    • P403+P235
    • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
    • P305+P351+P338+P337+P313
    • P241+P242+P243
    • P233 Keep container tightly closed. ?保持容器密闭。
      Signal word
      Packing GroupII
      UN Number 1993
      Risk Statements
      • R11 Highly flammable 非常易燃
      • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
      • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
      • R22 Harmful if swallowed 吞咽有害
      • R19 May form explosive peroxides 可能生成易爆的过氧化物质
        Safety Statements
        • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
        • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
        • S33 Take precautionary measures against static discharges 对静电采取预防措施;
        • S37 Wear suitable gloves 戴适当手套;
        • S29 Do not empty into drains 不要排入下水道;
        • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
        • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
        • S36 Wear suitable protective clothing 穿戴适当的防护服;
        • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
        • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
          Hazard Codes
          Storage condition 0-10 储存温度2-8°C,充氩保存 Flammables area 储存温度2-8°C 0-10°C
          Hazard Class3
        • 常用于制备三甲基硅基乙基亚砜,该化合物在氟离子存在下可以生成次磺酸盐亲核试剂。
        • {ALF} For an extensive review of the reactions of vinyl (and allyl) silanes, see: Org. React., 37, 57 (1989).
        • {uni_hamburg} Short: III/35C4
        • {ALF} Also undergoes regioselective addition reactions with alkyllithiums: J. Chem. Soc., Perkin 1, 1131 (1983), and Grignards: Chem. Ber., 117, 383 (1984), to giveɑ-metallated products.
        • {ALF} For use in a 2-carbon extension of aldehydes to ɑß-unsaturated aldehydes based on cycloaddition to the nitrone, see N-Methyl­hydroxyl­amine hydrochloride, L02202.
        • {ALF} For reviews of the Nazarov cyclization, see: Synthesis, 429 (1983); Org. React., 45, 159 (1994).
        • {ALF} Coupling with the electrophilic reagent generated from an aryl iodide in the presence of Pd(OAc)2, triphenylphosphine and base, provides a route to styrenes: Chem. Lett., 1993 (1982).
        • {uni_hamburg} Short: II/2
        • {ALF} Acylation under Friedel-Crafts conditions leads to vinyl ketones. Using ɑß-unsaturated acyl halides, the products are divinyl ketones, which, under the reaction conditions, undergo the Nazarov cyclization to enones: J. Org. Chem., 45, 1046 (1980):
        • {ALF} Useful ethylene equivalent in its reaction with electrophiles. The reactivity is controlled by the ability of the Si atom to stabilize a positive charge on a ß-carbon atom. See Appendix 4.
        • {uni_hamburg} Short: III/35F
        • {ALD} Beilstein:4(4)3922
        • 754-05-2 H37718 Trimethyl(vinyl)silane
乙烯基三甲基硅烷

          化学属性

          Mol. FormulaC5H12Si
          Mol. Weight100.24
          Refractive index1.3890 to 1.3930
          Boiling Point56°C
          Vapor Pressure4.44 psi ( 20 °C)
          Density0.684
          Flash Point-24°C(lit.)
          TSCAYes
          Melting Point-132°
          Stability对热、湿度敏感