Acetone → tert-Butyl hydroperoxide

HRID 848235

Reaction equation

HRID 848235 reaction equation
[CH3:1][CH:2]([CH3:4])[CH3:3].O=O.[C:7]([OH:11])([CH3:10])([CH3:9])[CH3:8].CC(C)=[O:14]>[Mo].CO.O>[CH3:1][CH:2]([CH3:4])[CH3:3].[C:7]([O:11][OH:14])([CH3:10])([CH3:9])[CH3:8]

Participants

9

Reactant 4

HCID 180AcetoneHCID 977OxygenHCID 6360Isobutane5×HCID 6386tert-Butanol

Product 2

HCID 6360IsobutaneHCID 6410tert-Butyl hydroperoxideYield 22%

Reagents, catalysts & solvents 3

HCID 23932MolybdenumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
280 fahrenheit

Procedure

The oxidation zone is in a pressurized reactor which is partially filled with a liquid reaction mixture comprising 5 ppm of soluble molybdenum catalyst. The liquid reaction mixture can be deemed to be about 66% isobutane and about 34% of a liquid mixture of oxidate, comprising products and byproducts. Fresh isobutane is injected and recycle isobutane is injected into the liquid reaction mixture. An oxygen-containing gas is injected into the liquid reaction mixture. The reactor is maintained at 700 psig and at 280° F. The average residence time for the isobutane in the reactor is about 4 hours, and the extent of conversion of the isobutane is about 34%. The yields of byproducts and products from such oxidation of isobutane correspond to about 66% tertiary butyl alcohol (TBA), about 22% tertiary butyl hydroperoxide (TBHP), about 6% acetone, about 6% of a mixture comprising about 2% water, about 1.5% methanol and minor amounts of related components. About 1% of the isobutane is converted to carbon dioxide with a measurable amount of carbon monoxide.

Workup

  1. customThe oxidation zone is in a pressurized reactor
  2. customThe liquid reaction mixture
  3. customis injected into the liquid reaction mixture
  4. customis injected into the liquid reaction mixture

Sources & evidence

ORD record
ord-0efdab1014ce4e21aaa9cc32261a65ce
Source dataset
uspto-grants-1981_10
Patent number
US04294999

Linked notes

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