Acid- and base-catalyzed ring-opening reactions or a sterically hindered epoxide

Abstract

was injected dropwise into a stirred and cooled (-78 "C) solution of bromide 6 (348 mg, 1.09 "01) in ether (8 mL). The mixture was stirred for an additional 20 min, and aldehyde 7 (176 mg, 1.0 mmol) in ether (3 mL + 1 mL rinse) was then added at-78 "C over ca. 3 min. The reaction mixture was allowed to warm to 0 "C over 2 h. Saturated aqueous ammonium chloride (10 mL) was added, and the mixture was extracted with ether (2 X 15 mL). The combined organic extracts were washed with brine and dried (MgS04). Evaporation of the solvent and flash chromatography of the residue over silica gel (2 X 15 cm) with 1% ethyl acetate-dichloromethane gave alcohoh

Batch Mixing for the In Situ Grafting of Epoxidized Rubber onto Cellulose Nanocrystals

“…A proton is then transferred from the CNC to the alkoxide to form a covalent ether bond at this position. This base-catalyzed epoxide ring-opening reaction mechanism was first described by Mayr et al…”

“…A proton is then transferred from the CNC to the alkoxide to form a covalent ether bond at this position. This base-catalyzed epoxide ringopening reaction mechanism was first described by Mayr et al 32 Fourier Transform Infrared Spectroscopy (FTIR). FTIR was used to investigate the hypothesized chemical reaction between ENR and CNCs.…”

The Structure of the Nonamethylcyclopentyl Cation

“…Cation Sample Preparation. Cation samples were prepared by ionization of the corresponding alcohol prepared from octamethylcyclopentanone and CD 3 Li in a modified molecular beam apparatus described in detail previously . Typically 25 mg of the sample was placed in a chamber of the apparatus.…”