The floral fragrance of the shrub Daphne mezereum in central Sweden wa
s collected by means of the head-space technique and investigated by G
C-MS and multi-dimensional GC. (S)-(+)-Linalool was the main constitue
nt (95%) of the flower fragrance and its enantiomeric purity exceeded
99% in the samples. The (2S, 5S)- and (2R, 5S)-furanoid and the (3R, 6
S)- and (3S, 6S)-pyranoid linalool oxide isomers constituted 2-5% of t
he fragrance. The elution order of these compounds on a permethylated
beta-cyclodextrin column is reported. A fragrance sample of D. mezereu
m as well as (S)-(+)-linalool attracted males of the vernal solitary b
ee species Colletes cunicalarius and Andrena cinerea. A racemic mixtur
e of the two enantiomeric pairs of known furanoid linalool oxides was
only weakly attractive to the bees. The role of the fragrance in the p
ollination specialization of the plant is discussed.