Ethyl Acetate → Vinyl Acetate

HRID 727427Notes

Reaction equation

HRID 727427 reaction equation
[C:1]([O:4][CH2:5][CH3:6])(=[O:3])[CH3:2].[OH-].[NH4+]>O>[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[CH:1]([OH:3])=[CH2:2]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 14923Ammonium Hydroxide

Product 2

HCID 7904Vinyl AcetateHCID 11199Vinyl alcohol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 100 g of the same copolymer was added 1500 ml of ethyl acetate, 40 ml of concentrated ammonium hydroxide and 40 ml of water. After two days with stirring, the polymer dissolved to give a gel. During the next three weeks at room temperature, a progressive decrease in viscosity of the solution was noted. At this time the solution was heated to remove ammonia, giving a partially saponified polymer of composition 32.4 wt % vinyl acetate, 16.4 wt % vinyl alcohol, 38 wt % TFE, and 13.2 wt % HFP in a 27.4 wt % solids solution in ethyl acetate.

Workup

  1. dissolutionthe polymer dissolved
  2. customto give a gel
  3. customDuring the next three weeks
  4. customat room temperature
  5. temperatureAt this time the solution was heated
  6. customto remove ammonia

Sources & evidence

ORD record
ord-0e535dd7057c4ac9a9beffea4faf9cb0
Source dataset
uspto-grants-1998_01
Patent number
US05712355

Reaction notes

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