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Ethynyltrimethylsilane 三甲基硅乙炔

规格: 97%
CAS: 1066-54-2
产品编号: H83632
MDL: MFCD00008569
品牌: INFI
Chemical NameEthynyltrimethylsilane
CAS Number1066-54-2
Alfabeta NameTRIMETHYLSILYLACETYLENE ()
MDL NumberMFCD00008569
Synonym Trimethylsilylethyne
PubChem Substance ID87577015
Beilstein Registry Number906752
EC Number213-919-9
Reaxys-RN906752
Chemical Name Translation三甲基乙炔基硅
InChIKeyCWMFRHBXRUITQE-UHFFFAOYSA-N
LabNetwork Molecule IDLN00117256
InChIInChI=1S/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3
Canonical SMILESC[Si](C)(C#C)C
  • Ethynyltrimethylsilane was used in:
  • ? microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1,4-disubstituted 1,2,3-triazoles
  • synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites
  • pyrazole synthesis via 1,3-dipolar cycloaddition of diazo compounds to acetylenes
  • {ALD} Beilstein: 4,IV,3937
  • {ALF} For the synthesis of iodoalkenes by radical addition of perfluoroalkyl iodides, see: J. Org. Chem., 47, 2251 (1982).
  • {uni_hamburg} Short: II/24A
  • {ALF} Pd catalyzed coupling with aryl bromides or iodides gives aryl TMS alkynes, from which the TMS group is readily cleaved by K2CO3 in MeOH: Synthesis, 627 (1980); J. Org. Chem., 46, 2280 (1981). Coupling with 1-bromo-2-nitrobenzene or ethyl 2-bromocarbanilate gives indole precursors. Other terminal alkynes lead to 2-substituted indoles: Heterocycles, 24, 31 (1986):
  • {ALF} Cross-coupling with aryl halides can also be catalyzed by Pd-C in the presence of Ph3P, CuI and Et3N: Synth. Commun., 20, 2059 (1990); for an example, see 2-Bromonaphthalene, A15300. Pd catalyzed coupling with quinolinol and isoquinolinol triflates has also been reported: Tetrahedron, 51, 3737 (1995). For coupling with vinyl halides catalyzed by Tetrakis(triphenyl­phosphine)­palladium(0)­, 10548 in the presence of CuI as an example of a route to enynes, see: Tetrahedron Lett., 30, 6997 (1989); Org. Synth. Coll., 9, 117 (1998). CuCl-TMEDA catalyzed oxidative (Hay) coupling gives bis(TMS)-1,3-butadiyne: Org. Synth. Coll., 8, 63 (1993).
    • 1066-54-2 H83632 Ethynyltrimethylsilane 三甲基硅乙炔

    化学属性

    Mol. FormulaC5H10Si
    Mol. Weight98.22
    Boiling Point53 °C
    TSCAT
    Refractive index1.3890 to 1.3910
    Density0.689
    Flash Point-34 °C
    Vapor Pressure4.18 psi ( 20 °C)
    Solubility起反应
    Stability对空气和湿度敏感
    Melting Point>0 °C
    pH:A

    *以上化合物性质及应用等信息仅供参考

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