Although 3-bromo-2,5-dihydrofuran-2-one and 4-bromo-2,5-dihydrofuran-2-one
were first reported in 1894, considerable ambiguity still exists about the
correct structure assignment of the two compounds. The present article give
s a brief overview on the varying assignments of constitution and describes
a novel method for the formation of 3-bromo-2,5-dihydrofuran-2-one. A comp
arison is made of the experimental C-13 NMR chemical shifts with values pre
dicted by increment calculations and experimental (1)J(C-C) coupling consta
nts are given for both compounds. Secure structural assignments are now ava
ilable for both isomers.