1,5-Hexadiene → HCID 54032884, compound

HRID 1197897Notes

Reaction equation

HRID 1197897 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH3:7][SiH:8]([CH3:10])[Cl:9]>[Pt].C1(C)C(C)=CC=CC=1>[CH:1]([Si:8]([CH3:10])([CH3:7])[Cl:9])=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 115981,5-HexadieneHCID 66108Chlorodimethylsilane

Product 1

HCID 54032884HCID 54032884, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 7237O-XyleneSolvent

Conditions

Temperature
50 °C

Procedure

All glassware and syringes were oven dried at 110° C. overnight. 1,5-Hexadiene and dimethylchlorosilane were distilled under nitrogen prior to use. A three necked flask fitted with reflux condenser, septum, magnetic stirrer, nitrogen inlet and outlet connected to a paraffin oil bubbler was charged with 1,5-hexadiene (8.2 g, 100 mmole) and dimethylchlorosilane (4.7 g, 50 mmole). A platinum catalyst solution (3.5% Pt in xylene) (100ppm) was added to the reaction mixture, maintained at 50° C., with a syringe through the septum. The mixture was refluxed for several hours. The rate of reaction was followed by infrared spectroscopy. At the end of the reaction the desired product distilling at 56° C./0.32 mm was obtained in 56% yield.

Workup

  1. customdried at 110° C. overnight
  2. distillation1,5-Hexadiene and dimethylchlorosilane were distilled under nitrogen
  3. customA three necked flask fitted
  4. temperaturewith reflux condenser
  5. temperatureThe mixture was refluxed for several hours
  6. customThe rate of reaction

Sources & evidence

ORD record
ord-6ba786804c284ee09022767e9535ee8e
Source dataset
uspto-grants-1994_01
Patent number
US05278244

Reaction notes

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