1,5-Hexadiene → HCID 22152516, compound

HRID 1111429Notes

Reaction equation

HRID 1111429 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH3:7][SiH2:8][O:9][Si:10]([CH3:13])([CH3:12])[CH3:11]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH2:1]([Si:8]([CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[CH2:1])([CH3:7])[O:9][Si:10]([CH3:13])([CH3:12])[CH3:11])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6]

Participants

4

Reactant 2

HCID 115981,5-HexadieneHCID 57376941Tetramethyl disiloxane

Product 1

HCID 22152516HCID 22152516, compoundYield 59.6%

Reagents, catalysts & solvents 1

HCID 61859Chloroplatinic acidCatalyst

Conditions

Temperature
80 °C

Procedure

After 410 g (5 mol) of 1,5-hexadiene and 0.035 g of chloroplatinic acid had been placed into a 1 L three-necked flask equipped with an agitation mechanism, the contents were agitated. Then, 134 g (1 mol) of tetramethyldisiloxane were added dropwise into the resulting mixture for approximately 1.5 h while the temperature was being gradually raised to 80° C. Then, the contents were reacted at 80° C. for an additional 2 h. After unreacted components had been distilled and removed from the resulting mixture at 80° C. and 3 mm Hg, 178 g of di(5-hexenyl)tetramethyldisiloxane were obtained. 1H-NMR and 13C-NMR analyses revealed that the objective product had been synthesized.

Workup

  1. customequipped with an agitation mechanism
  2. customThen, the contents were reacted at 80° C. for an additional 2 h
  3. distillationAfter unreacted components had been distilled
  4. customremoved from the resulting mixture at 80° C.

Sources & evidence

ORD record
ord-fb12a5fc07dd4adca8ca8f78322b9dcf
Source dataset
uspto-grants-1990_12
Patent number
US04980439

Reaction notes

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