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Leffingwell
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Odor
Properties & Molecular
Visualization
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Alkenols
&
Molecular Structures
A number of alkenols (and alkadienols) are extremely
important to flavors and fragrances as well as being
characterizing aroma constituents for certain natural
products (e.g., green grass, mushrooms).
cis-2-Penten-1-ol
or
(Z)-2-penten-1-ol...C5H10O
.............................
occurs in products such as
Banana, Guava, Melon, Papaya, Cucumber, Peas, Spearmint, Red
Wine, Black and Green Tea, Plum, Cauliflower, Brussels
sprouts, Dill (herb), Cherimoya, Kiwi fruit, Nectarines and
Endive. The odor and flavor is described as fruity and
ethereal. This isomer is more commonly found in natural
products than the trans isomer.
Odor Detection Threshold =
NA
Ethereal, fruity
odor.
cis-2-Hexen-1-ol
or
(Z)-2-hexen-1-ol...C6H12O
..............................
occurs in products such as
Apple, Sour Cherry, Black Currants, Papaya, Tomato, Hop oil,
Cognac, White & Red wines, Nectarines and Endive. The
odor and flavor is described as "fresh, green
leafy".
Odor Detection Threshold =
NA
Fresh leaf green
odor.
trans-2-Hexen-1-ol
or
(E)-2-hexen-1-ol...C6H12O
..........................
occurs in products such as Apple
(raw), Apple juice, Apple (cooked), Banana, Sour cherry
(Prunus cerasus L.), Orange juice (C. sinensis L. Osbeck),
Orange peel oil, Grapefruit peel oil, Satsuma mandarin juice
(C. unshiu), American cranberry (V. macrocarpon Ait.),
Lingonberry (V. vitis idaea L.), European cranberry (V.
oxycoccus L.), Bog blueberry (V. ugliginosurn L.), Black
currants - berries, Guava (Psidium guajava L.), Concord
grape (Vitis labrusca L.), Papaya (Carica papaya), Peach
(Prunus persica L.), Raspberry (Rubus idaeus L.), Strawberry
(Fragaria species), Strawberry wine, Cabbage (raw), Celery
leaves,Peas (Pisum sativum L.), Capsicum annuum (Bell
pepper), Capsicum frutescens, Swiss cheese, Parmesan cheese,
Butter, Cognac, Armagnac, Rum, Irish whiskey, Wine, Black
& Green tea, Soybean, Olive (Olea europa), Plum (Prunus
domestica L.), Plum brandy, Mango, Tamarind (Tamarindus
indica), Artichoke (cooked) (Cynaras scolymus L.), Prickly
pear (Opuntia ficus indica), Dill herb (A. graveolens L.),
Bonito, dried (Katsuobishi), Elderberry (Sambucus nigra L.),
Cherimoya (Annona cherimola), Kiwi fruit (Actinidia
chinensis Planch.), Babaco fruit (Carica pentagonia), Endive
(Cichorium endivia L.), and Nectarine. In contrast to the
2-Pentenols, the trans-2-hexenol isomer occurs more widely
in nature than the cis isomer. The odor and flavor is
described as "sharp, sweet, very green with fruity
background notes".
Odor Detection Threshold (in water) = 400
ppb
Sharp green leafy
odor.
cis-3-Hexen-1-ol
or
(Z)-3-hexen-1-ol...C6H12O
..........................
occurs in products such as
Apple (raw), Apple juice, Orange juice, Orange peel oil,
Lingonberry (V. vitis idaea L.), Black currants - berries,
Raspberry (Rubus idaeus L.), Strawberry (Fragaria species),
Peas (Pisum sativum L.), Parsley (Petroselium crispum Mill),
Cognac, Red wine, Black & Green Tea, Cloudberry (Rubus
chamaemorus L.), Olive (Olea europa), Passion fruit juice
(purple), Passion fruit (yellow), Plum, Rose apple (Eugenia
jambos L.), Sweet marjoram (Origanum majorana L.), Starfruit
(Averrhoa carambola L.), Mango (Mangifera indica), Tamarind
(Tamarindus indica), Kelp (Laminaria angustata), Quince
(Cydonia oblonga), Prickly pear (Opuntia ficus indica),
Matsutake (Tricholoma matsutake), Pumpkin (Cucurbita pepo
L.), Soursop (Annona muricata), Cashew apple (Anacardium
occidentale), Basil (Ocimum basilicum L.), Clary sage
(Salvia sclarea L.), Chervil (Anthriscus cerefolium L.),
Elderberry (Sambucus nigra L.), Mangosteen (Garcinia
mangostana), Cherimoya (Annona cherimola), Kiwi fruit
(Actinidia chinensis Planch.), Myrtle berry (Myrtus communis
L.), Babaco fruit (Carica pentagonia), Kumazasa (Sasa
albo-marginata), Endive (Cichorium endivia L.), Lemon balm
(Melissa officinalis L.) and Aubergine (Solanum melongena
L.). cis-3-Hexenol is one of the most important flavor &
fragrance materials and is used extensively in all types of
fruit and vegetable compositions. The odor is that of green
grass and green leaves. The esters of this alcohol are also
important flavor & fragrance raw materials.
Odor Detection Threshold (in water) = 70
ppb
Powerful odor of fresh green
grass.
trans-3-Hexen-1-ol
or
(E)-3-hexen-1-ol...C6H12O
..........................
occurs in products such as
Apple, Banana (Musa sapientum L.), Guava (Psidium guajava
L.), Grape (Vitis species), Melon, Raspberry (Rubus idaeus
L.), Leek (raw) (Allium porrum L.), Tomato (Lycopersicon
esculentum Mill.), Grape brandy, White & Red wines,
Black & Green tea, Arctic bramble (Rubus arcticus L., R.
stell.), Cloudberry (Rubus chamaemorus L.), Passion fruit
(purple), Passion fruit (yellow), Starfruit (Averrhoa
carambola L.), Mango (Mangifera indica), Prickly pear
(Opuntia ficus indica), Jack fruit (Arthocarpus
heterophyllus), Licorice (Glycyrrhiza glabra L.), Cherimoya
(Annona cherimola), Kiwi fruit (Actinidia chinensis Planch.)
and Kumazasa (Sasa albo-marginata). trans-3-Hexenol is
occasionally used in fragrances for its green, grass and
leafy odor, but is lost in the shadow of the corresponding
cis-isomer which dominates in importance.
Odor Detection Threshold (in water) = 1550
ppb
Green, grass and leafy
odor
trans-2-Hepten-1-ol
or
(E)-2-hepten-1-ol...C7H14O
..........................
occurs in products such as
Cabbage(cooked), Peas (Pisum sativum L.), Cognac, Soybean,
Cauliflower (cooked), Asparagus (cooked) and Brussels
sprouts (Brass. oleracea var. gemmifera). The odor of this
material is described as "pungent and fatty".
Odor Detection Threshold (in water) = 4172
ppb
Pungent, fatty odor.
cis-3-Hepten-1-ol
or
(Z)-3-hepten-1-ol...C7H14O
..........................
occurs in Peas (Pisurn
sativurn L.). The odor is described as "green, herbaceous
and melon-like".
Odor Detection Threshold =
NA
Green, herbaceous and
melon-like odor.
trans-3-Hepten-1-ol
or
(E)-3-hepten-1-ol...C7H14O
..........................
occurs in Peas (Pisum
sativum L.). No odor description is available.
Odor Detection Threshold =
NA
No odor description is
available.
cis-4-Hepten-1-ol
or
(Z)-4-hepten-1-ol...C7H14O
..........................
To the authors knowledge this material has not
been reported in nature. The odor is described as that of a
"fruity, green note"
Odor Detection Threshold =
NA
Fruity, green odor.
trans-2-Octen-1-ol
or
(E)-2-octen-1-ol...C8H16O
..........................
occurs in Apple, Bilberry
(Vaccinium myrtillus L.), Guava (Psidium guajava L.), Grape
(Vitis species), Melon, Peas (Pisum sativum L.) , Potato
(raw), Chicken (heated), Cognac, Rum, Black tea, Cloudberry
(Rubus chamaemorus L.), Mushroom, Kelp (Laminaria
angustata), Endive and Bonito, dried (Katsuobishi). The odor
is described as "green citrus like."
Odor Detection Threshold (in water) = 40
ppb
Green citrus like
odor.
cis-3-Octen-1-ol
or
(Z)-3-octen-1-ol...C8H16O
..........................
occurs in Passion fruit
juice (purple) and Passion fruit juice (yellow). The odor is
described as "powerful fresh herbaceous, earthy."
Odor Detection Threshold =
NA
Fresh herbaceous, earthy
odor.
cis-5-Octen-1-ol
or
(Z)-5-octen-1-ol...C8H16O
..........................
occurs in Apple. The odor
is described as "powerful watermelon with slight citrus
nuances."
Odor Detection Threshold (in water) = 6
ppb
Powerful watermelon with slight
citrus nuance odor.
1-Octen-3-ol...C8H16O
..........................
occurs in products such as
Banana (Musa sapientum L.), Kumquat peel oil (Fortunella
species), Bilberry (Vaccinium myrtillus L.), American
cranberry (V. macrocarpon Ait.), Lingonberry (V. vitis idaea
L.), Black currants - berries, Guava (Psidium guajava L.),
Melon, Strawberry (Fragaria species), Asparagus, Peas (Pisum
sativum L.), Thyme (Thymus vulgare L., T. zygis L.), Blue
cheese, Camembert cheese, Gruyere de comte cheese, Butter,
Peas (Pisum sativum L.), Tomato (Lycopersicon esculentum
Mill.), Chicken (heated), Beef fat (heated), Lamb and mutton
(cooked), White & Red wine, Cocoa, Coffee, Black &
Green tea, Filbert (roasted) (Corylus avellano), Soybean,
Cloudberry (Rubus chamaemorus L.), Olive (Olea europa),
Plum, Beans (Phaseolus vulgaris L.), Mushroom, Sweet
marjoram (Origanum majorana L.), Sesame seed (roasted), Rice
bran, Litchi (Litchi chinensis), Dill herb (A. graveolens
L.), Licorice (Glycyrrhiza glabra L.), Pumpkin (Cucurbita
pepo L.), Lavender, Vanilla and Mountain papaya (Carica
pubescens),. The odor is described as "powerful
mushroom."
Odor Detection Threshold (in water) = 1.2
ppb
Powerful mushroom
odor.
3-Octen-2-ol..C8H16O
..........................
To the authors knowledge this material has not
been reported in nature. The odor is described as "creamy,
mushroom like."
Odor Detection Threshold =
NA
Creamy, mushroom like odor
cis-2-Nonen-1-ol
or
(Z)-2-nonen-1-ol...C9H18O
..........................
occurs in Passion fruit
juice (yellow). The odor is described as "slightly
waxy, melon like."
Odor Detection Threshold =
NA
Slightly waxy, melon like odor
trans-2-Nonen-1-ol
or
(E)-2-nonen-1-ol...C9H18O
..........................
occurs in Melon, Cucumber
(Cucumis sativus L.), Cognac, Prickly pear (Opuntia ficus
indica) and Nectarine. The odor is described as "waxy
with green undertones."
Odor Detection Threshold (in water) = 130
ppb
Slightly waxy, melon like odor
cis-3-Nonen-1-ol
or
(Z)-3-nonen-1-ol...C9H18O
..........................
occurs in Melon, Cucumber
(Cucumis sativus L.), Peas (Pisum sativum L.), Corn
(Maize). The odor is described as a "fresh, waxy,
melon."
Odor Detection Threshold =
NA
Frash waxy, melon like odor
cis-6-Nonen-1-ol
or
(Z)-6-nonen-1-ol...C9H18O
..........................
occurs in Melon and
Cucumber (Cucumis sativus L.). The odor is described
as "waxy, and melon-pumpkin."
Odor Detection Threshold (in water) = 1
ppb
Waxy, melon-pumpkin odor
trans-2-Decen-1-ol
or
(E)-2-decen-1-ol...C10H20O
..........................
To the authors knowledge this material has not
been reported in nature. The odor is described as "mild,
fatty-waxy."
Odor Detection Threshold =
NA
Mild, fatty-waxy odor
cis-4-Decen-1-ol
or
(Z)-4-decen-1-ol...C10H20O
..........................
occurs in Buchu oil.
The odor is described as "fatty-waxy."
Odor Detection Threshold =
NA
Fatty-waxy odor
9-Decen-1-ol...C10H20O
..........................
occurs in Cognac.
The odor is described as "fatty-waxy rose."
Odor Detection Threshold =
NA
Fatty-waxy rose odor
trans-2-Undecen-1-ol
or
(E)-2-undecen-1-ol...C11H22O
..........................
occurs in nature. The odor is described as
"floral, rosy and waxy (in dilution)."
Odor Detection Threshold =
NA
Mild, fatty-waxy odor
10-Undecen-1-ol...C11H22O
..........................
occurs in Beef (boiled,
cooked). The odor is described as "fresh, waxy,
citrus and rose."
Odor Detection Threshold =
NA
Fresh, waxy, citrus and rose odor.
trans-2-Dodecen-1-ol
or
(E)-2-dodecen-1-ol...C12H24O
..........................
occurs in nature. The odor is described as
"pleasant, fatty waxy."
Odor Detection Threshold =
NA
Pleasant, fatty waxy odor
trans-2-Tridecen-1-ol
or
(E)-2-tridecen-1-ol...C13H26O
..........................
To the authors knowledge this material has not
been reported in nature. The odor is described as
"persistent mild, waxy."
Odor Detection Threshold =
NA
Persistent mild, waxy odor
Data abstracted from
Flavor-Base
2010
Copyright
© John C. Leffingwell
1989-98
Leffingwell
& Associates
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