100 JOURNAL OF COSMETIC SCIENCE RESULTS AND DISCUSSION New acetals were produced in the reaction of aidehyde 1 with selected derivatives of ethylene glycols (Figure 2): /•CHO R 1 2a' R=H R1,R2=H 2b: R=H Ri=H , R2=CH 3 2c: R=H R•=H, R2=C2H 5 + Ho7•R• HO - R2 2a-f 2d: R=CH3 R•,R2=H 2e ß R=CH3 R•=H, R2=CH 3 2f: R=CH3 R•=H, R2=C2H 5 Figure 2. and 1,3-propylene glycol (Figure 3): R1 /•C HOSR2 HO + R HO'--/ R3 1 3a' R=H R•, R2, R3=H 3b ß R=H R2=CH3 R2, R3=H 3c: R=H: R•=H R2, R3=CH 3 3a-f R3 3d: R=CH3 R•, R2, R3=H 3e: R=CH3 R•=CH3 R 2, R3=H 3f' R=CH3: R2=H R 2, R3=CH 3 Figure 3. The acetylation reactions were carried out in the presence of an acidic catalyst. Since furane compounds were sensitive to mineral acids, FeSO 4 was employed this turned out to be an efficient and mildly acting acetylation catalyst. Very interesting fragrance properties were also offered by new cyclic furane acetals: dioxane and dioxolane deriva- tives. They are presented in Table I. EXPERIMENTAL Purity of the obtained new compounds reached 98% and their structures were confirmed by IR and 1H-NMR spectra. IR spectra were obtained in a Perkin-Elmer spectrometer Model SP-1000. Gas chromatographic analyses were performed in a Perkin-Elmer chro- matograph Model 900 (column 1.8 m, LAC 2R, 15% on chromosorb WAW 60/80 mesh, temperature 80-195øC, argon as a carrier gas). •H-NMR spectra were obtained in a Hitachi-Perkin-Elmer spectrometer R24A (80 MHz, CC14, TMS).

NEW FRAGRANCES FROM 2-METHYLFURAN: II 101 Table I Odor Characteristic of New Furan Acetals Lp. Compound Odor characteristic 2a Intense, pleasant, fruity-fioral with a note of pea 2b Intense, pleasant, fioral-fruity with a note of acacia 2c Weak, pleasant, floral 2d Intense, pleasant, floral with a note of lilac 2e Intense, pleasant, floral with a note of nasturtium 2f Weak, fruity-floral with a note of melon 3a Intense, pleasant, floral with a note of hyacinth 3b Intense, pleasant, floral-green with a note of coumarin 3c Pleasant, fruity with a fresh note of wild strawberry and cognac 3d Weak, floral with a note of lilac 3e Weak, pleasant, floral with a note of melon 3f Intense, pleasant, fruity-fioral with a note of pineapple and wild strawberry