Cyclic trimer of 3,3‐bis(chloromethyl)oxacyclobutane

Abstract

Cyclic Trimer of 3,3-Bis(chloromethyl)oxacyclobutaneI n connection with other work in this laboratory we have had occasion to extract polyether powder with acetone. This polymer w&s obtained from the bulk polymerization of 3,3-bis(chloromethyl)oxacyclobutane at 180°C. using AlEt8 as catalyst.The powder of about 100 mesh was extracted in a standard Soxhlet apparatus for 4 hr. Removal of the solvent from the extract gave approximately 2% of a solid, which was then dissolved in a small amount of methanol and the residue, low molecular weight polymer, was filtered o f f . After removal of the solvent from the filtrate, the residue was dissolved in a small amount of acetone and was chromatographed over an alumina column (31 cm. X 3.4 cm., 200-300 mesh A1203) using acetone as the eluant. The collected elute, with a retention time of 45-75 min., was concentrated. After standing a t room temperature for 1 day or longer, white crystalline needles were obtained. These needles, when recrystallized from acetone, melted at 122OC. and were soluble in methanol, benzene, carbon tetrachloride, and petroleum ether.

Polymerization of 1,3-anhydro-2,4,6-tri-O-benzyl-.beta.-D-glucopyranose, a substituted 2,6-dioxabicyclo[3.1.1]heptane

“…1976, 4, 220. (11) Potts, J. E.; Clendinning, R. A.; Ackart, W. B.; Niegisch, W. D. Polym. Prepr., Am.…”