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Allyltrimethylsilane 烯丙基三甲基硅烷

规格: 97%
CAS: 762-72-1
产品编号: H65036
MDL: MFCD00008635
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 Nameallyltrimethylsilane
Synonym 3-TRIMETHYLSILYL-1-PROPENE TRIMETHYLALLYLSILANE Trimethylallylsilane 3-(TRIMETHYLSILYL)PROPENE CA0570 Allyltrimethylisilane 丙烯基三甲基矽烷 Silane,trimethyl-2-propenyl- Silane, allyltrimethyl- ALLYLTRIMETHYLSILANE trimethylpropenylsilane 3-(Trimethylsilyl)-1-propene 3-(三甲基甲硅烷基)丙烯 Allyltrimethylsilian 三甲基烯丙基硅烷,3-(三甲基甲硅烷基)丙烯 allyltrimethylsilane
MDL NumberMFCD00008635
CAS Number762-72-1
EC Number212-104-5
Beilstein Registry Number906755
PubChem Substance ID69808
Reaxys-RN906755
Chemical Name Translation烯丙基三甲基硅烷
LabNetwork Molecule IDLN00008514
InChIInChI=1S/C6H14Si/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3
GHS Symbol
Signal word
WGK Germany3
Safety Statements
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • 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;
  • 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;
  • 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;
    Risk Statements
    • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
    • R11 Highly flammable 非常易燃
      Precautionary statements
      • 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。
      • 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。
      • 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
      • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
      • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
      • P303+P361+P353
      • P332+P313
      • P302+P352+P312+P362+P364
      • P501 Dispose of contents/container to..… 处理内容物/容器.....
      • P370+P378
        Packing GroupII
        UN Number UN 1993 3/PG 2
        Hazard statements
        • H315 Causes skin irritation 会刺激皮肤
        • H335 May cause respiratory irritation 可能导致呼吸道刺激
        • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
        • H319 Causes serious eye irritation 严重刺激眼睛
          Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
          Hazard Codes F;Xi
          Hazard Class3
          Storage condition 0-6°C
        • 用于高分子有机硅化合物的合成
        • {ALF} Has also been used, in the presence of a catalyst such as p-TsOH, I2, Br2 or TfOH, as a silylating agent for alcohols, phenols and carboxylic acids: Tetrahedron Lett., 21, 835 (1980); J. Org. Chem., 46, 5212 (1981). The advantage over more conventional silylation methods is that the only by-product is the neutral gas propene.
        • {ALF} Reactions with electrophiles illustrate the ß-effect (see Appendix 4); e.g. acid chlorides with a Lewis acid give allyl ketones: J. Organomet. Chem., 85, 149 (1975):
        • {uni_hamburg} Short: III/35C4
        • {ALF} More recent studies have shown that TMS cyclopentanes are also formed in these reactions via a competing [3+2] cycloaddition mechanism: Tetrahedron, 49, 9955 (1993). Chemoselective addition to aldehydes can be accomplished in the presence of a ketone, using Scandium(III)­ trifluoromethanesulfonate hydrate, 40566 as catalyst: Synthesis, 1822 (1998).
        • {ALF} In the presence of F-, functions as an allyl anion equivalent, affording homoallylic alcohols from carbonyl compounds: Tetrahedron Lett., 3043 (1978), and adding to a variety of Michael acceptors: Tetrahedron Lett., 25, 3213 (1984); J. Org. Chem., 51, 1745 (1986). For a review of reactivity in the presence of Lewis acids and F-, see: J. Prakt. Chem./ Chem. Ztg., 336, 375 (1994).
        • {ALF} Similarly, carbonyl compounds are converted to homoallylic alcohols: J. Organomet. Chem., 69, C15 (1974). In the TiCl4 promoted reaction with enones, behaves as an allyl anion equivalent, giving the product of conjugate addition (Hosomi-Sakurai reaction): J. Am. Chem. Soc., 99, 1673 (1977); 105, 2354 (1983); Org. Synth. Coll., 7, 443 (1990):
        • {ALD} Merck: 14,10335
        • {uni_hamburg} Short: III/35F
        • {ALD} Merck: 14,10335
        • Beilstein:4(3)1854
        • 762-72-1 H65036 Allyltrimethylsilane	烯丙基三甲基硅烷

          化学属性

          Mol. FormulaC6H14Si
          Mol. Weight114.26
          Density0.719
          Refractive index1.4060 to 1.4080
          Flash Point7°C(lit.)
          TSCAYes
          Boiling Point84-88
          Solubility不溶
          Appearance 无色液体。沸点44℃(2.4kPa),相对密度1.1628(20/4℃),折光率1.4675(20℃)。能与有机溶剂混合,不溶于水。