ChemicalBook CAS DataBase List dichlorodidodecylsilane

dichlorodidodecylsilane synthesis

5synthesis methods

Product Name:dichlorodidodecylsilane
CAS Number:18768-06-4
Molecular formula:C24H50Cl2Si
Molecular Weight:437.65

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Yield:18768-06-4 62.5%

Reaction Conditions:

Stage #1: 1-dodecene;Dichlorosilane at -78 - 0;Inert atmosphere;
Stage #2: dihydrogen hexachloroplatinate(IV) hexahydrate in isopropyl alcohol at 0 - 20;Inert atmosphere;

Steps:

2

To a dry tarred 500 mL Schlenk bomb flask was condensed 29.0 g (0.286 mol) of dichlorosilane at -78° C. To this was added 100 g (0.594 mol) of 1-dodecene under an argon flow. This mixture was allowed to warm to 0° C., then 100 mg (0.193 mmol) of hexachloroplatinic acid hexahydrate dissolved in 2 mL of isopropanol was added via syringe. The mixture was allowed to slowly warm to room temperature where it was allowed to stir for 40 hours. After this time the solution was cannula transferred into a dry 250 mL 3-necked round bottom flask equipped with a fractional distillation apparatus. The mixture was distilled at 220° C. at 0.1 mmHg. Yield: 78.1 g (62.5%). ¹H NMR (400 MHz, C₆D₆): δ=1.6-1.4 (m, 4H), 1.4-1.1 (m, 36H), 1.0-0.8 (m, 10H). ¹³C NMR (100 MHz, C₆D₆): δ=33.19, 32.72, 30.51, 30.30, 30.21, 29.89, 23.51, 23.16, 20.92, 14.77. HRMS (EI) m/z, calcd for C₂₄H₅₀Cl₂Si (M⁺): 436.3059; found: 436.3058.