Dimethylformamide → Vinyl Acetate

HRID 275217Notes

Reaction equation

HRID 275217 reaction equation
CCCCCC.[C:7]([O:10][CH:11]=[CH2:12])(=[O:9])[CH3:8].[C:13]([O:17][CH3:18])(=[O:16])[CH:14]=[CH2:15].CN(C)C=O>CCCCCC>[C:7]([O:10][CH:11]=[CH2:12])(=[O:9])[CH3:8].[C:13]([O:17][CH3:18])(=[O:16])[CH:14]=[CH2:15]

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 86748480HCID 86748480, compound

Product 2

HCID 7294Methyl AcrylateYield 2.7%HCID 7904Vinyl AcetateYield 34.5%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

One hundred grams of the hexane-vinyl acetate-methyl acrylate azeotrope and 50 grams of dimethylformamide were charged to an Othmer type vapor liquid equilibrium still and refluxed for three hours. Analysis of the vapor and liquid by gas Chromatography gave a vapor composition of 62.8% hexane, 34.5% vinyl acetate and 2.7% methyl acrylate and a liquid composition of 19.6% hexane, 72.6% vinyl acetate and 7.8% methyl acrylate. This indicates a relative volatility of hexane to vinyl acetate of 6.7, hexane to methyl acrylate of 9.3, and vinyl acetate to methyl acrylate of 1.4.

Workup

  1. temperaturerefluxed for three hours

Sources & evidence

ORD record
ord-1c8623ec02f244f59a0392543caf6b07
Source dataset
uspto-grants-1995_02
Patent number
US05393385

Reaction notes

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