Allyl chloride → (3-Chloropropyl)(triethyl)silane

HRID 51238Notes

Reaction equation

HRID 51238 reaction equation
[CH2:1]([Cl:4])[CH:2]=[CH2:3].[CH2:5]([SiH:7]([CH2:10][CH3:11])[CH2:8][CH3:9])[CH3:6]>[Cu].[Cu](Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C.S([O-])([O-])(=O)=O.[Cu+2]>[Cl:4][CH2:1][CH2:2][CH2:3][Si:7]([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:5][CH3:6]

Participants

7

Reactant 2

HCID 7850Allyl chlorideHCID 12052Triethylsilane

Product 1

HCID 12566784(3-Chloropropyl)(triethyl)silane

Reagents, catalysts & solvents 4

HCID 8895Cupric acetateCatalystHCID 23978CopperCatalystHCID 24014Cupric ChlorideCatalystHCID 24462Copper SulfateCatalyst

Procedure

Table 1 shows that copper catalysts, especially copper chloride and copper acetate, and copper sulphate, are effective in catalyzing the hydrosilation of allyl chloride with triethylsilane, at 200° C. for 45 hours, yielding quantitatively 3-chloropropyltriethylsilane.

Sources & evidence

ORD record
ord-0c899d160f574f5793f8830562413118
Source dataset
uspto-grants-2004_03
Patent number
US06713644B1

Reaction notes

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