Reaction #1884947

Reaction equation

dichlorosilane

1-dodecene

→

Dichlorodi-n-dodecylsilane

Solvents

isopropanol

Conditions

Workup

1. 1
   OtherTo a dry tarred 500 mL Schlenk bomb flask was
2. 2
   workup.ADDITIONwas added via syringe
3. 3
   Temperatureto slowly warm to room temperature where it
4. 4
   Othertransferred into a dry 250 mL 3-necked round bottom flask
5. 5
   Otherequipped with a fractional distillation apparatus
6. 6
   workup.DISTILLATIONThe mixture was distilled at 220° C. at 0.1 mmHg

Procedure

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.

Source