Acyclics (Alcohols, Esters, Acids, Aldehydes)
by John C. Leffingwell, Ph.D.
Photo by permission of M. Roudintska - Art & Parfum
|
|
Ionones, Irones, Damascones & Structurally Related Odorants |
|
|
|
|
|
Acyclics (Alcohols, Esters, Acids, Aldehydes) |
.. |
|
(R)-(+)-2-methylbutanol - fermented, fatty |
NA |
|
(S)-(-)-2-methylbutanol - ethereal, fresh |
NA |
|
(R)-4-methylhexanol - a green, fatty, and nut- and carrot-like odor |
NA |
|
(S)-4-methylhexanol - a spicy, nutty, slightly green, and sour note |
NA |
|
(S)-(+)-2-methylbutanal - pungent, fresh, fruity (Boelens, et. al.); Peculiar to burnt cocoa and coffee like, in high concentrations pungent (Bartschat et. al) |
10 (in air) |
|
(R)-(-)-2-methylbutanal - pungent, caprylic (Boelens, et. al.); Peculiar to burnt cocoa and coffee like (Bartschat et. al) |
100 (in air) |
|
(3S)-3-methylpentanal -Intensive green, fresh, in high concentrations sweet(y) & faint fruity; in low concentrations - a slightly pungent odor |
30 (in air) |
|
(3R)-3-methylpentanal - No fragrance impression at >2.5 ppm in air |
>2500 (in air) |
|
(4S)-4-methylhexanal - No fragrance impression at >0.25 ppm in air |
>250 (in air) |
|
(4R)-4-methylhexanal - Intensive, flowery, warm with a green & fresh note |
30 (in air) |
|
(S)-(+)-2-methylbutanoic acid - fruity, sweet |
NA |
|
(R)-(-)-2-methylbutanoic acid - cheesey, sweaty |
NA |
|
(S)-(-)-4-methylhexanoic acid - caprylic, slightly fatty |
NA |
|
(R)-(+)-4-methylhexanoic acid - stronger than (S)-(-)-isomer, more fatty |
NA |
|
(4S)-4-methyloctanoic acid - muttony, goaty, fresher than the (R)-enantiomer |
<13 (in air) |
|
(4R)-4-methyloctanoic acid - muttony, goaty, fusty |
<25 in air |
|
(S)-(-)-4-ethyloctanoic acid - goaty, reminiscent of fresh goat's milk cheese |
<6 (in air) |
|
(R)-(+)-4-ethyloctanoic acid - fusty, goaty-muttony |
<13 (in air) |
|
(4S)-4-methylnonanoic acid - more intensive the the (R)-enantiomer, reminiscent of mutton & goat |
<250 (in air) |
|
(4R)-4-methylnonanoic acid - weak, sweaty |
<250 (in air) |
|
Methyl (S)-(+)-2-methylbutanoate - fruity, apple-like |
0.3 |
|
Methyl (R)-(-)-2-methylbutanoate - fruity, dairy |
~ 0.6 |
|
Ethyl (S)-(+)-2-methylbutanoate - fresh fruity, apple-like |
0.006 |
|
Ethyl (R)-(-)-2-methylbutanoate - fruity, caprylic |
~ 1 |
|
Ethyl (S)-(+)-3-methyl-2-oxo-pentanoate - a typical walnut note, accompanied by a walnut-husk, pungent, ethereal, slightly fruity odor |
NA |
|
Ethyl (R)-(-)-3-methyl-2-oxo-pentanoate - typical walnut note, but its odor is more pungent, more dry, less powerful and does not possess the fruity-apple note present in the (S)-isomer |
NA |
|
(+)-Ethyl (2R)-2-(1,1-dimethylpropoxy)propanoate - a connotation of the chamomile type. This note is particularly distinct in the odor of the ethyl (R)-2-(1,1-dimethylpropoxy)propionate whose fruity note is also very strong. |
NA |
|
(-)-Ethyl (2S)-2-(1,1-dimethylpropoxy)propanoate - a more spicy note which also comprises a chamomile type under note and other notes reminiscent of ethyl 2-acetyl-4-methyl-4-pentanoate, the wine lees, linalool and also coriander |
NA |
|
(S)-2-pentyl acetate - Fruity, apple, plum, metallic |
NA |
|
(R)-2-pentyl acetate - Fruity, Muscat, green, metallic, chemical |
NA |
|
(S)-2-hexyl acetate - Sweaty, sour, fruity, plum, nectarine |
NA |
|
(R)-2-hexyl acetate- Sour, fruity, cherry, plum, strawberry |
NA |
|
(S)-(+)-2-heptyl acetate - Mushroom, earthy, wild berry (Nozaki, et. al.); also described as fruity (Boelens, et. al.) |
NA |
|
(R)-(-)-2-heptyl acetate - Green, fatty, banana, methyl ketone (Nozaki, et. al.); also described as penetrating, sweaty (Boelens, et. al.) |
NA |
|
S)-2-octyl acetate - Methyl ketone, fruity, plum, dusty |
NA |
|
(R)-2-octyl acetate - Methyl ketone, fatty burnt, boiled vegetable |
NA |
|
(S)-(+)-2-pentyl hexanoate - pleasant, fruity |
NA |
|
(R)-(-)-2-pentyl hexanoate - flower like |
NA |
|
(S)-3-Acetoxyheptane - exhibits a rosy, fresh, agrest scent |
NA |
|
(R)-3-Acetoxyheptane - exhibits a green, fruity pear scent |
NA |
|
(R)-4-(2-methyl-1-pentenyl) isobutyrate - a fruity, apricot scent, with rosy, bay leaf and butyric notes |
NA |
|
(S)-4-(2-methyl-1-pentenyl) isobutyrate - a prune scent, with mossy, camphorous and butyric notes |
NA |
|
(S)-2-pentanol - Heavy, wild berry, ripe, dusty, astringent |
NA |
|
(R)-2-pentanol - Light, seedy, sharp |
NA |
|
(S)-2-hexanol - Mushroom, green, ripe, berry, astringent, metallic |
NA |
|
(R)-2-hexanol - Mushroom, dusty, oily |
NA |
|
(S)-2-heptanol - Mushroom, oily, fatty, blue cheese, mouldy |
NA |
|
(R)-2-heptanol - Fruity, sweet, oily, fatty |
NA |
|
(S)-3-Hydroxyheptane - exhibits a lavender medicinal scent |
NA |
|
(R)-3-Hydroxyheptane - exhibits an earthy, mushroom scent |
NA |
|
(S)-2-octanol - Mushroom, oily, fatty, creamy, grape |
NA |
|
(R)-2-octanol - Creamy, cucumber, fatty, sour |
NA |
|
(S)-1-hexen-3-ol - Metallic, green, earthy |
NA |
|
(R)-1-hexen-3-ol - Top impact, acid, meat, stronger than the (S)-enantiomer |
NA |
|
(S)-1-hepten-3-ol - Fruity, earthy |
NA |
|
(R)-1-hepten-3-ol - Chemical, diffusible, green |
NA |
|
(S)-(+)-1-octen-3-ol - moldy, grassy, artificial; also desribed as herbaceous, green, musty |
NA |
|
(R)-(-)-1-octen-3-ol - fruity, genuine mushroom-like; also desribed as intensive mushroom note, fruity, soft |
NA |
|
(S)-1-nonen-3-ol - Heavy, metallic, aldehydic |
NA |
|
(R)-1-nonen-3-ol - Mushroom, cheesy, fruity |
NA |
|
(S)-1-decen-3-ol - Metallic, oily, waxy, earthy |
NA |
|
(R)-1-decen-3-ol - Heavy, aldehydic, lactone |
NA |
|
(2S)-3-mercapto-2-methylpropan-1-ol - Weaker than the (2R)-enantiomer. Although both of the enantiomers are characterized by the same broth and sweat odour, they have very different odour strength and thresholds. |
35-40 ppb |
|
(2R)-3-mercapto-2-methylpropan-1-ol - Stronger than than the (2S)-enantiomer. Although both of the enantiomers are characterized by the same broth and sweat odour, they have very different odour strength and thresholds. |
3-7 ppb |
|
3R)-3-mercaptohexan-1-ol - In dilution, the (R)-enantiomer is distinctly weaker, showing only sulfury and herbaceous odor impressions - (description of Werkhoff, et. al.) |
NA |
|
(3S)-3-mercaptohexan-1-ol - In dilution, posseses interestingexotic and tropical fruit notes - (description of Werkhoff, et. al.); Werkhoff, et. al. described the 3-mercaptohexanols as fruity, juicy, tropical fruits, grapefruit, black currant, buccu, mango, guava |
NA |
|
(3R)-3-acetylthiohexanol - fruity, grapefruit, sulfurous |
NA |
|
(3S)-3-acetylthiohexanol - sulfurous, roasted, rubberlike |
NA |
|
(3R)-3-mercaptohexanal - sulfurous, rubberlike |
NA |
|
(3S)-3-mercaptohexanal - green, citrus peel, fruity |
NA |
|
(3R)-3-acetylthiohexanal - sulfurous, roasted, citrus peel |
NA |
|
(3S)-3-acetylthiohexanal - fruity, sweet, grapefruit |
NA |
|
(S)-(+)-3-(methylthio)-hexan-1-ol - spice-like |
NA |
|
(R)-(-)-3-(methylthio)-hexan-1-ol - tropical fruity, exotic |
NA |
|
(3R)-3-mercaptohexyl butanoate - In dilution, posseses attractive tropical fruity notes (for the (3R)-3-mercaptohexyl butanoate) and (3R)-3-mercaptohexyl acetate - (description of Werkhoff, et. al.); Werkhoff, et. al. described the 3-mercaptohexyl butanoates as fruity, grapefruit, black currant, buccu, tropical fruits, mango |
NA |
|
(3S)-3-mercaptohexyl butanoate - In dilution, posseses insignificant sulfury, herbaceous and oniony characteristics (for the (3R)-3-mercaptohexyl butanoate) and (3R)-3-mercaptohexyl acetate - (description of Werkhoff, et. al.) |
NA |
|
(R)-(-)-2-ethylhexanoic acid - herbaceous, earthy |
NA |
|
(S)-(+)-2-ethylhexanoic acid - sweet, herbaceous, faint musty |
NA |
|
(2R,3S)-3-mercapto-2-methyl-pentane-1-ol - broth-like, sweaty, leek-like |
0.04 |
|
(2S,3R)-3-mercapto-2-methyl-pentane-1-ol - broth-like, sweaty, leek-like |
0.03 |
|
(2S,3S)-3-mercapto-2-methyl-pentane-1-ol - broth-like, sweaty, leek-like |
>30 |
|
(2R,3R)-3-mercapto-2-methyl-pentane-1-ol - broth-like, sweaty, leek-like |
> 12 |
|
(R)-(+)-2,5,6-trimethyl-2-heptanol - odor typical of white flowers, reminiscent of linalool, with a slight connotation of terpineol, and a lilac and fruity note |
NA |
|
(S)- (-)-2,5,6-trimethyl-2-heptanol - more floral and citrus-like, showing a note reminiscent of dimethyloctanol, a soapy and a slight aldehyde connotation |
NA |
|
(4S,5S)-(+)-epoxy-(E)-2-decenal - At 0.02 ppb in water - no smell, no taste (weakest enantiomer) |
NA |
|
(4R,5R)-(-)-epoxy-(E)-2-decenal - At 0.02 ppb in water - faint smell, mild metallic taste (strongest enantiomer) |
NA |
|
(-)-(E,R)-Filbertone [(-)-(E,R)-5-methyl-2-hepten-4-one] - hazelnut, soft, butter, chocolate, metallic, weaker impact (at 25 ppb in water) |
see comments |
|
(+)-(E,S)-Filbertone [(+)-(E,S)-5-methyl-2-hepten-4-one] - hazelnut, metallic, fatty, pyidine, stronger impact (at 25 ppb in water) |
see comments |
|
(3S)-(-)-3-mercapto-3-methylhexan-1-ol - The (S)-isomer exhibits herbaceous, agrestic and green notes; Also described as sweat and onion-like (Troccaz, et.al); also described by Hasegawa et. al. as having a strong meaty, fruity note wth a charachteristic sulfury odor |
NA |
|
3R)-(+)-3-mercapto-3-methylhexan-1-ol - The (R)-isomer can be described as grapefruit/passion fruit, black currant and onion-like; Also described as fruity and grapefruit-like (Troccaz, et.al); also described by Hasegawa et. al. as having a green fruity note |
NA |
|
(R)-(+)-3-hydroxy-3-methylhexanoic acid - Cumin spice like odor, weaker than racemic body; also described by Hasegawa et. al. as having a weak animalic odor |
NA |
|
(S)-(-)-3-hydroxy-3-methylhexanoic acid - Armpit odor like and cumin spice like odor; also described by Hasegawa et. al. as having a strong spicy odor |
NA |
|
(-)-(S)-Undecavertol (ee = 75%) - Weaker enantiomer, fruity-green, pinefir balsam note with aspects of tea, not so typical of Undecavertol. |
4.7 ng/L air |
|
(+)-(R)-Undecavertol (ee = 93%) - Typical Undecavertol odour, floral, green, fresh, violet leaves, stronger and greener than the racemic commercial material, with aspects of cucumber and Neofolione (methyl non-2-enoate). |
0.31 ng/L air |
|
(-)-(2S)-Heptane-2-thiol - bell pepper, fruity, vegetable at lower concentrations; at higher concentrations (100-1000 times the threshold) - sulfury, onion, with some mushroom note; No differences in odor note and threshold value were observed for the enantiomeric forms. |
10 |
|
(+)-(2R)-Heptane-2-thiol - bell pepper, fruity, vegetable at lower concentrations; at higher concentrations (100-1000 times the threshold) - sulfury, onion, with some mushroom note |
10 |
|
(3S)-(+)-3-mercaptohexyl acetate - In dilution, posseses insignificant sulfury, herbaceous and oniony characteristics (for the (3S)-3-mercaptohexyl acetate and (3S)-3-mercaptohexyl butanoate) - (description of Werkhoff, et. al.) |
NA |
|
(3R)-(-)-3-mercaptohexyl acetate - In dilution, posseses attractive tropical fruity notes (for the (3R)-3-mercaptohexyl acetate and (3R)-3-mercaptohexyl butanoate) - (description of Werkhoff, et. al.); Werkhoff, et. al. described the 3-mercaptohexyl acetates as grapefruit, black currant, buccu, mango, passion fruit, guava |
NA |
|
(3S)-(+)-3-mercaptoheptyl acetate - Amongst said enantiomers the most appreciated is the (S) one, which has a taste very close to the one of the racemate, although its grapefruit type note is weaker than the one of the racemate. |
|
|
(3R)-(-)-3-mercaptoheptyl acetate - 3-mercaptoheptyl acetate (as the racemate) possesses a relatively weak top note reminding of a peach, citrus and tea tonality |
Copyright 2007 - Leffingwell & Associates