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ChemicalBook CAS DataBase List TRIOCTYLSILANE
18765-09-8

TRIOCTYLSILANE synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with (IPr2,6-(2,6-iPr2C6H3N=CMe)2C5H3N)Fe(N2)2 at 65; for 1 h;

Steps:

B
General procedure: Synthesis of Phenyltrioctylsilane by successiveRydrosilylationsExarnple 2A, 213 and Cornparative Exarnple 13Rydrosilylation of 1 -Octene with Octylsilane10122] All three exarnples are based on the hydrosilylation of 1 -octene by octylsilane. Cornparative Exarnple 13 illustrates hydrosilylation catalysis by (“TDI)Fe(N2)2 to produce trioctylsilane as expected frorn Hart, et al (1 Amer Chem. Soc., 126 (2004) 13794-13807). Exarnple 2A illustrates hydrosilylation catalysis with [(MePDI)FeN2]2(Jt2N2) to produce the silahydrocarbon, tetraoctylsilane. Exarnple 28 illustrates synthesis of tetraoctylsilane frorn the reaction of 1 -octene with trioctylsilane produced by CornparativeExarnple H. Cornparative Exarnple 13j0123] The reaction was perforrned according to the general hydrosilylation procedure described above with 0.066 g (0.46 rnrnol) of octylsilane, 0.156 g (1.36 mmol, 3 equiv) of 1 -octene, and 0.002 g (0.003 mmol (0.2 rnol %) of (“PDI) Fe(N2)2. The reaction rnixture was stirred for 1 hour at 65° C. and quenched by exposure to ait The product rnixture was analyzed by GC and NMR (‘H and ‘3C) spectroscopy. The product was identified as trioctylsilane. j0124] Trioctylsilane. ‘R NMR (500 MRz, CDC13): ?=0.60 (rn, 6R, SiCR2), 0.91 (t, 9R, CR3), 1.28-1.34 (rn, 36R, CR2), 3.71 (SiR). {‘R} ‘3C NMR (125 MHz, CDC13): ?=11.53(SiCR2); 14.32 (CR3); 22.95, 24.94, 29.56, 29.59, 32.22,33.68 (CR2).

References:

PRINCETON UNIVERSITY;MOMENTIVE PERFORMANCE MATERIALS INC.;Lewis, Kenrick Martin;Atienza, Crisita Carmen Hojilla;Boyer, Julie L.;Chirik, Paul J.;Delis, Johannes G.P.;Roy, Aroop Kumar US2014/330036, 2014, A1 Location in patent:Paragraph 0122; 0123; 0124

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