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Allyl chloride → (3-Chloropropyl)triethoxysilane

HRID 52682
Notes
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Reaction equation

HRID 52682 reaction equation
[CH2:1]([Cl:4])[CH:2]=[CH2:3].[CH2:5]([O:7][SiH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])[CH3:6]>C1CC=CCCC=C1.C1CC=CCCC=C1.[Cl-].[Cl-].[Ir].[Ir].CC1C=CC(C)=CC=1>[Cl:4][CH2:1][CH2:2][CH2:3][Si:8]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:7][CH2:5][CH3:6]
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 7850Allyl chlorideHCID 13830Triethoxysilane

Product 1

HCID 78771(3-Chloropropyl)triethoxysilaneYield 83%

Reagents, catalysts & solvents 2

HCID 6436381Chloro(1,5-cyclooctadiene)iridium(I) dimerCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
80 °C

Procedure

In a minilab pressure reactor of the TINYCLAVE type (BUECHI) with a capacity of 25 ml, 4 g of p-xylene, 4.2 g (0. 055 mol) of allyl chloride and 8.2 g (0.05 mol) of triethoxysilane were mixed intensively with 0.16 mg (10-3 mol %) of chloro-(1,5-cyclooctadiene)iridium(I) dimer at room temperature for one hour. The reaction mixture was then heated at 80° C. for 2 hours in a thermostat. Analysis by gas chromatography gave a product yield of 83% of 3-chloropropyltriethoxysilane.

Sources & evidence

ORD record
ord-f4cb1ec4b0a1458a99cc43273097e972
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05616762

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes