Table 3.
Type 2 odorants, seeking possible examples. (Type 2's: ‘plus’ denotes a positive response and ‘minus’ denotes a negative response to whether the odorant is flexible.)
section | enantiomer pair | no. | flexible? | planar? | chiral centre? | electron rich? | other? |
---|---|---|---|---|---|---|---|
cyclic terpenoids | (1R,4S)- and (1S,4R)-cis- and trans-p-menthan-8-thiol-3-ones | 1 | + | — | 1,4 | 3,4 | — |
linalool oxides (pyranoids) | 2 | + | — | 1,4 | 1,4 | 2,3 | |
R- and S-carvones | 3 | + | — | 4 | 2,4 | 1 | |
carvone epoxides | 4 | + | — | 1,2,5 | 1,2, 3,5 | — | |
carveols | 5 | + | 2 | 2,4 | 2,4 | 1 | |
trans-dihydrocarvones | 6 | + | 1 | 1,4 | 2,4 | — | |
carvotanacetols | 7 | + | 2 | 2,4 | 2 | 1 | |
(2S,4R)- and (2R,4S)-2-acetyl-p-menth-6-enes | 8 | + | 4 | 2,4 | 2 | 1 | |
bicyclic terpenoids | 4-cyclohexylmethylene-isopinocamphones | 9 | + | 1 | 1 | 2, (E–Z)3 | 5 |
ionones, irones, damascones and structurally related odorants | methyl-α-cyclogeranates | 10 | + | — | 2 | 2 | 1,3 |
methyl-γ-cyclogeranates | 11 | + | — | 2 | 2,3 | 1 | |
trimethyl-cyclohexyl-pentan-3-ones | 12 | + | 2 | 2,3 | 2 | 1 | |
trimethylcyclohexyl-pent-1-en-3-ones | 13 | + | 2 | 2,3 | 2 | 1 | |
tetrahydroirones | 14 | + | 1,3 | 1,3 | 3 | 2 | |
trans-γ-irones | 15 | + | 1 | 1,3 | 3,4 | 2 | |
theaspiranes | 16 | + | — | 2 | 2 | 1,3 | |
acyclics (alcohols, esters, acids, aldehydes) | methylhexanols | 17 | no ring | — | — | — | — |
2-methylbutanoic acids | 18 | no ring | — | — | — | — | |
2-pentanols | 19 | no ring | — | — | — | — | |
3-hydroxyheptanes | 20 | no ring | — | — | — | — | |
1-hexen-3-ols | 21 | no ring | — | — | — | — | |
1-hepten-3-ols | 22 | no ring | — | — | — | — | |
1-octen-3-ols | 23 | no ring | — | — | — | — | |
1-nonen-3-ols | 24 | no ring | — | — | — | — | |
1-decen-3-ols | 25 | no ring | — | — | — | — | |
3-mercaptohexanals | 26 | no ring | — | — | — | — | |
3-acetylthiohexanals | 27 | no ring | — | — | — | — | |
miscellaneous | methyl-1,4-dimethylcyclohex-3-ene-1-carboxylates | 28 | + | — | 4 | 4 | 1 |
2-methylbutyl-2-methylpyrolidines | 29 | pentane ring | — | — | — | 1,2 | |
2-methyl-N-(3′-methylbutylidene)butan-1-amines | 30 | no ring | — | — | — | 1,2 |