Acetic Acid → Acetate

Participants

Reaction Steps

Polyallyl acetate is prepared as described by Bartlett and Altschul, cited above. A 500-mL reaction flask equipped with a thermometer, stirrer, and reflux condenser is charged with 1.5 moles (102 mL) of allyl alcohol, 0.75 mole (71 mL) of acetic anhydride, and 1.5 moles (86 mL) acetic acid. Five mL concentrated sulfuric is added and the mixture heated under reflux for two hours. The mixture is poured slowly with stirring into ice water, and extracted with ice-cold sodium carbonate and cold saturated calcium chloride solutions. After drying with 12 g. of anhydrous potassium carbonate, the ester is distilled twice through an all-glass apparatus in a stream of nitrogen. The middle fractions only are collected to yield a product having a boiling point (124-126 mm) of 53.2° to 54° C. Using the method of Bartlett and Altschul, the polymer had an average of about 13 monomer units. The polymer is interesterified with methyl oleate as described in Example 1 above and purified to obtain polyallyl oleate.

Provenance & Evidence