Oxygen → Methacrolein

HRID 980523Notes

Reaction equation

HRID 980523 reaction equation
O=O.[C:3]([O:8][CH3:9])(=[O:7])[C:4]([CH3:6])=[CH2:5].O=[CH:11][C:12](=C)[CH3:13]>[Pd].CO>[O:7]=[CH:3][C:4](=[CH2:5])[CH3:6].[C:3]([O:8][CH3:9])(=[O:7])[C:4]([CH3:6])=[CH2:5].[CH2:11]=[CH:12][CH3:13]

Participants

8

Reactant 3

HCID 977OxygenHCID 6562MethacroleinHCID 6658Methyl Methacrylate2×

Product 3

HCID 6562MethacroleinHCID 6658Methyl MethacrylateHCID 8252Propylene

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst3×HCID 887MethanolSolvent

Procedure

U.S. Pat. No. 3,639,449 describes a very similar process for the preparation of carboxylic acid esters from aldehydes and/or alcohols by reaction with oxygen over a noble metal catalyst (for example palladium) at from 0° to 300° C. Here again, the limited usefulness of a pure palladium catalyst for the preparation of methyl methacrylate is revealed: Example 16, the only example which illustrates the preparation of methyl methacrylate from methanol and methacrolein over a catalyst consisting of 2% of Pd on active carbon, gives a methacrolein conversion of 17.3% with a selectivity of 56.1% as regards methyl methacrylate formation and 40.6% as regards propylene formation.

Sources & evidence

ORD record
ord-c0857e2fa2f04e6c856df85247e6a0d9
Source dataset
uspto-grants-1987_01
Patent number
US04638085

Reaction notes

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