Carbon Dioxide → Isopropyl Acetate

HRID 1395742Notes

Reaction equation

HRID 1395742 reaction equation
[CH2:1]=[CH:2][CH3:3].O=O.[C:6](=[O:8])=[O:7].[C:9]([O:12][CH2:13][CH:14]=[CH2:15])(=[O:11])[CH3:10]>C(O)(=O)C>[C:9]([O:12][CH2:13][CH:14]([O:7][C:6](=[O:8])[CH3:1])[CH3:15])(=[O:11])[CH3:10].[C:9]1(=[O:11])[O:12][CH:13]([CH3:1])[CH2:14][CH2:15]1.[C:9]([O:12][CH:2]([CH3:3])[CH3:1])(=[O:11])[CH3:10]

Participants

8

Reactant 4

HCID 280Carbon DioxideHCID 977Oxygen2×HCID 8252Propylene2×HCID 11584Allyl acetate

Product 3

HCID 7915Isopropyl AcetateHCID 7921Gamma-ValerolactoneHCID 12198Propylene Glycol Diacetate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
290 °C

Procedure

15.1 g of the catalyst prepared in EXAMPLE 1 was packed in a stainless steel reactor (2.5 cm×12 cm) provided with a thermocouple imbedded in the catalyst bed. The catalyst was heated at 290° C. A gaseous mixture consisting of, by volume, 72.4% propylene, 25.1% glacial acetic acid and 2.5% oxygen was passed through the heated catalyst at a pressure of 110 psig and a contact time of three seconds. The reactor effluent was passed through three traps connected in series; one cooled with ice water and two traps held at dry-ice temperature. The liquid condensates were combined and analyzed for esters and free acetic acid (by alkaline titration and gas chromatography). The vent gases were analyzed by gas chromatography for propylene, oxygen and carbon oxides. The analyses showed that allyl acetate was produced along with small amounts of 1,2-diacetoxypropane, γ-valerolactone and isopropyl acetate.

Workup

  1. custom(2.5 cm×12 cm) provided with a thermocouple
  2. customa contact time of three seconds

Sources & evidence

ORD record
ord-bd9a0555b28c4c43a8974feb3f1582ba
Source dataset
uspto-grants-1980_05
Patent number
US04205181

Reaction notes

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