Allyl chloride → Trichloro(3-chloropropyl)silane

HRID 484819

Reaction equation

HRID 484819 reaction equation
[CH2:1]([Cl:4])[CH:2]=[CH2:3].[Cl:5][SiH:6]([Cl:8])[Cl:7]>CCCCCC>[Cl:4][CH2:1][CH2:2][CH2:3][Si:6]([Cl:8])([Cl:7])[Cl:5].[CH2:1]([Si:6]([Cl:8])([Cl:7])[Cl:5])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 7850Allyl chlorideHCID 24811Trichlorosilane

Product 2

HCID 8850PropyltrichlorosilaneYield 8%HCID 75693Trichloro(3-chloropropyl)silaneYield 92%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
23 °C

Procedure

A mixture of 15.306 grams of allyl chloride, 27.09 gram of trichlorosilane and 0.04 grams of [SG]--S--Pt sufficient to provide 1×10-5 mm Pt/SiH was stirred at 23° C. under a nitrogen atmosphere. The mixture was heated to 60° C. for 16 hours. The mixture was allowed to cool to ambient temperatures and was diluted with 50 ml of hexane and filtered. The filtrate was concentrated on a rotary evaporator to give 33 grams of a clear, colorless oil. Based on method of preparation, NMR and VPC analysis there was obtained about a 92% yield of γ-chloropropyltrichlorosilane and about an 8% yield of n-propyltrichlorosilane.

Workup

  1. customto provide 1×10-5 mm Pt/SiH
  2. temperatureThe mixture was heated to 60° C. for 16 hours
  3. temperatureto cool to ambient temperatures
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated on a rotary evaporator
  6. customto give 33 grams of a clear, colorless oil
  7. customBased on method of preparation, NMR

Sources & evidence

ORD record
ord-2848430849c5408596f1f90b15d589d6
Source dataset
uspto-grants-1985_08
Patent number
US04533744

Linked notes

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