Trifluoroacetic acid → Trifluoroacetic acid--azepan-2-one (1/1)

Participants

Reaction Steps

To a 100 ml flask containing 11.32 g of ε-caprolactam (0.1 mol), 30 ml benzene was added and stirred for dissolution. 11.40 g of trifluoroacetic acid (0.1 mol) was added dropwise into the flask over 60 min at room temperature. Then the reaction was stirred for another 4 hours. Desired product was formed after benzene was removed under reduced pressure and dried at 110° C. under 1–5 mmHg for 1 hour. The colorless, moisture- and water-stable liquid of caprolactam trifluoroacetate was obtained with a yield of 97.5%, which has a glass transition temperature of −68.0° C., a density of 1.26 g/ml, a viscosity of 28 cP, an electrochemical window of 1.9 V, an ionic conductivity of 1.17×10−4 S/cm, and a Hammett acidic scale H0 of 4.54 using methyl yellow as indicator. No melting point was observed.

Provenance & Evidence