ChemicalBook CAS DataBase List ALLYLOXYTRIMETHYLSILANE

ALLYLOXYTRIMETHYLSILANE synthesis

10synthesis methods

Product Name:ALLYLOXYTRIMETHYLSILANE
CAS Number:18146-00-4
Molecular formula:C6H14OSi
Molecular Weight:130.26

107-18-6
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$24.60/100ml

999-97-3 Synthesis

999-97-3
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$9.00/5 g

18146-00-4
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$11.00/5g

Yield:18146-00-4 99%

Reaction Conditions:

with chloro-trimethyl-silane at 20; for 6 h;

Steps:

Allyloxytrimethylsilane (11).
A mixture of allyl alcohol (100 g, 1.172 mol), hexamethyldisilazane (138.94 g, 0.86 mol) and few drops of chlorotrimethylsilane was stirred at room temperature for 6 h. The product was purified by distillation. Yield 99% (22.18 g). ¹H NMR (300 MHz, CDCl₃): δ 0.12 (s, 9H, SiCH₃), 4.13 (dt, 2H, J₁ = 5.0 Hz, J₂ = 1.5 Hz, Si(CH₃)₂), 5.07 (dk, 1H, J₁ = 10.4 Hz, J₂ = 1.5 Hz, Si(CH₃)₂), 5.23 (dk, 1H, J₁ = 17.1 Hz, J₂ = 1.8 Hz, Si(CH₃)₂), 5.23 (dk, 1H, J₁ =17.1 Hz, J₂ = 1.8 Hz, Si(CH₃)₂), 5.90 (ddt, 1H, J₁ = 17.1 Hz, J₂ = 10.4 Hz, J₃ = 4.9 Hz, Si(CH₃)₂). ¹³C NMR (75 MHz, CDCl₃): δ -0.4, 63.7, 114.6, 137.3. ²⁹Si NMR (59 MHz, CDCl₃): δ 18.9. IR (CCl₄): 2959, 2856, 1252, 1138, 1084, 1033, 993, 920, 872, 843 cm^-1. Elemental analysis calcd. (%) for C₆H₁₄OSi: C, 55.32; H,10.83; Si, 21.56. Found: C, 53.06; H, 10.42; Si, 22.98.

References:

Pakhomov, Alexey A.;Kononevich, Yuriy N.;Stukalova, Maria V.;Svidchenko, Evgeniya A.;Surin, Nikolay M.;Cherkaev, Georgy V.;Shchegolikhina, Olga I.;Martynov, Vladimir I.;Muzafarov, Aziz M. [Tetrahedron Letters,2016,vol. 57,# 9,p. 979 - 982] Location in patent:supporting information

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