Acetic Acid → Isobutyl Vinyl Ether Acetic Acid

Participants

Reaction Conditions

Reaction Steps

16.8 ml of isobutyl vinyl ether (IBVE Sigma Aldrich, 99% purity) was placed in a two-neck glass reactor equipped with a stirrer. 5.0 ml of acetic acid (AA, Sigma Aldrich) was added and the reaction mixture was slowly heated to 60° C. The reaction mixture was maintained at 60° C. for 12 hours. After 12 hours, the reaction mixture was cooled to room temperature. The crude product was washed six times with distilled water until the product is neutral. 1H NMR spectroscopy was performed to characterize the IBVE-AA adduct. NMR: —CH3:1.4 (m) ppm; —CHOC—:5.9 (m) ppm; —OCH2CH—:3.4 and 3.2 (m) ppm; —OCH2CH—:1.87 (m) ppm; —OCOCH3:2.07 (m) ppm; —CH(CH3)2—:0.9 (s) ppm. The isobutyl vinyl ether-acetic acid (IBVE-AA) adduct was used as initiator for the living polymerization of vinyl ether monomers in the examples which follow.

Provenance & Evidence