Chlorodimethylsilane → AC1LBHMA

HRID 1810608Notes

Reaction equation

HRID 1810608 reaction equation
[CH3:1][Si:2]([CH3:6])([CH3:5])[CH2:3][Cl:4].[Mg].[CH3:8][SiH:9]([CH3:11])Cl>O1CCCC1>[CH3:1][Si:2]([CH3:6])([CH3:5])[CH2:3][Cl:4].[CH3:1][Si:2]([CH2:3][SiH:9]([CH3:11])[CH3:8])([CH3:6])[CH3:5]

Participants

6

Reactant 3

HCID 66108ChlorodimethylsilaneHCID 75361Silane, (chloromethyl)trimethyl-HCID 5462224Magnesium

Product 2

HCID 75361Silane, (chloromethyl)trimethyl-HCID 582874AC1LBHMAYield 177.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The Grignard reagent of trimethylchloromethylsilane was prepared by reacting trimethylchloromethylsilane (12.3 grams, 0.1 mole) with magnesium chips (2.88 grams, 0.12 mole) in tetrahydrofuran (50 milliliters. The Grignard reagent was then added dropwise into dimethylchlorosilane (9.46 grams 0.1 mole), which was dissolved in tetrahydrofuran (50 milliliters). The mixture was stirred at room temperature overnight, quenched with hydrochloric acid solution (20 milliliters), and extracted with diethyl ether (100 milliliters). The organic layer was washed with distilled water three times and dried with anhydrous sodium sulfate. The mixture was purified by distillation at 118-119° C. to yield (trimethylsilylmethyl)dimethylsilane product (13.0 grams, 89% yield) as a clear, colorless liquid.

Workup

  1. customquenched with hydrochloric acid solution (20 milliliters)
  2. extractionextracted with diethyl ether (100 milliliters)
  3. washThe organic layer was washed with distilled water three times
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationThe mixture was purified by distillation at 118-119° C.

Sources & evidence

ORD record
ord-5eb02a3b6f6f47149071dc67a6a0da56
Source dataset
uspto-grants-2013_01
Patent number
US08362124B2

Reaction notes

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