Toluene → 1-Butene

HRID 900643Notes

Reaction equation

HRID 900643 reaction equation
C=C.[C:3]1(C)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>>[CH2:8]=[CH:3][CH2:4][CH3:5].[CH2:8]=[CH:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Conditions

Temperature
100 °C

Procedure

Catalysis was conducted in a 75 ml stainless steel autoclave equipped with an addition funnel, gas inlet valve and a magnetic stirrer bar. The addition funnel was charged with 0.0044 g (0.0108 mmol) of CrCl3(bis-(2-diethylphosphino-ethyl)-amine) dissolved in 20 ml of toluene and to the base of the autoclave was added 5 ml of 1.5M MAO solution in toluene. Over 20 minutes the base of the autoclave was heated to 100° C., after which time the reactor was charged with ethylene to a pressure of 40 bar and the addition funnel was opened such that the Cr complex solution was allowed to mix with the MAO solution. After 30 minutes at a constant ethylene pressure of 40 bar the reaction was stopped by cooling the autoclave to 0° C. and releasing excess ethylene. The gas released was collected and analysed by gas-chromatography (GC). The liquid contained in the autoclave was quenched with ethanol followed by 10% hydrochloric acid, and 1.000 ml of nonane was added as a GC internal standard. The reaction yielded 0.063 g polyethylene, 0.04 g butene, 8.67 g 1-hexene and 0.10 g other hexene isomers.

Workup

  1. customequipped with an addition funnel, gas inlet valve and a magnetic stirrer bar
  2. additionto mix with the MAO solution
  3. temperatureby cooling the autoclave to 0° C.
  4. customThe gas released was collected
  5. customwas quenched with ethanol
  6. additionwas added as a GC internal standard

Sources & evidence

ORD record
ord-3b2970007cb34e9ab3f1e775d86e6189
Source dataset
uspto-grants-2008_04
Patent number
US07361623B2

Reaction notes

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