Acetic Acid → Butane

HRID 964767Notes

Reaction equation

HRID 964767 reaction equation
[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].[C:7](O)(=O)[CH3:8]>S(=O)(=O)(O)O.C(O)C>[CH3:7][CH2:8][CH2:5][CH3:6].[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2]

Participants

6

Reactant 2

HCID 176Acetic AcidHCID 8857Ethyl Acetate3×

Product 2

HCID 7843ButaneHCID 7904Vinyl Acetate

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 702EthanolSolvent2×

Procedure

The commercial production of ethyl acetate is mainly by two processes: the Tischenko reaction produces ethyl acetate by direct conversion of ethanol via acetaldehyde using an aluminum alkoxide catalyst; and the production of ethyl acetate by direct esterification of ethanol with acetic acid with a sulphuric acid catalyst. The Tischenko reaction is the main industrial process for the manufacture of ethyl acetate. Industrial scale production by this method took place mainly in Europe during the first half of this century. Ethyl acetate is also produced as a by-product in the liquid phase oxidation of n-butane and as a co-product in the production of polyvinyl butyryl from vinyl acetate and ethanol.

Workup

  1. customThe Tischenko reaction

Sources & evidence

ORD record
ord-d06b00bf97ab42c5b4da666a1405eca1
Source dataset
uspto-grants-1998_06
Patent number
US05770761

Reaction notes

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