EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2-dodecenal
dodec-2-enal

Sponsors

CAS Number: 4826-62-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:225-402-5
CoE Number:124
XlogP3-AA:4.80 (est)
Molecular Weight:182.30654000
Formula:C12 H22 O
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
At least 93%; secondary component 3-4% 2-dodecenoic acid. (EFSA)
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
JECFA Food Flavoring:1350 2-dodecenal
FLAVIS Number:05.037 (Old)
DG SANTE Food Flavourings:05.037 2-dodecenal
FEMA Number:2402 2-dodecenal
FDA Mainterm: 2-DODECENAL
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 93.00 to 100.00 sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity:0.83900 to 0.84900 @ 25.00 °C.
Pounds per Gallon - (est).: 6.981 to 7.065
Refractive Index:1.45200 to 1.45800 @ 20.00 °C.
Boiling Point: 272.00 °C. @ 760.00 mm Hg
Acid Value: 5.00 max. KOH/g
Vapor Pressure:0.010000 mm/Hg @ 25.00 °C. (est)
Flash Point: 200.00 °F. TCC ( 93.33 °C. )
logP (o/w): 4.847 (est)
Soluble in:
 alcohol
 water, 7.259 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: herbal
Odor Strength:high ,
recommend smelling in a 1.00 % solution or less
Substantivity: > 48 hour(s) at 100.00 %
green citrus fruity mandarin orange herbal
Odor Description:at 1.00 % in dipropylene glycol. green citrus fruity mandarin orange herbal
Flavor Type: fatty
">fatty waxy citrus peel cilantro herbal
Taste Description: fatty waxy citrus peel cilantro herbal
Odor and/or flavor descriptions from others (if found).
Bedoukian Research
2-DODECENAL (HIGH TRANS) ≥93.0% (trans), FCC, Kosher
Odor Description:waxy, mandarin orange
Useful as a topnote to achieve a mandarine-orange, waxy effect.
Taste Description:Fatty, waxy, citrus peel notes with cilantro and similar types of herbal notes
Citrus flavors, specifically orange and tangerine. Excellent for cilantro and similar herbal type flavors. Can be used to impart fatty notes of melon & cucumber.
Alfrebro
trans-2-DODECENAL NATURAL 10% IN MCTG
Odor Description:Green, Citrus, Fruity
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Alfrebro
trans-2-DODECENAL NATURAL 10% IN ETHYL ACETATE
Alfrebro
trans-2-DODECENAL NATURAL 10% IN MCTG
Odor: Green, Citrus, Fruity
Bedoukian Research
2-DODECENAL (HIGH TRANS)
≥93.0% (trans), FCC, Kosher
Odor: waxy, mandarin orange
Use: Useful as a topnote to achieve a mandarine-orange, waxy effect.
Flavor: Fatty, waxy, citrus peel notes with cilantro and similar types of herbal notes
Citrus flavors, specifically orange and tangerine. Excellent for cilantro and similar herbal type flavors. Can be used to impart fatty notes of melon & cucumber.
BOC Sciences
For experimental / research use only.
2-DODECENAL (HIGH TRANS) FCC 95.0% (sum of isomers)
Parchem
2-dodecen-1-al
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 24 - Avoid contact with skin.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg

oral-rat LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 849, 1983.

Dermal Toxicity:
skin-rabbit LD50 5000 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 849, 1983.

skin-rabbit LDLo 5000 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 849, 1983.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 2-dodecenal usage levels up to:
  1.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.12 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 2.00 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
 average usual ppmaverage maximum ppm
baked goods: -2.80000
beverages(nonalcoholic): -2.90000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -3.10000
fruit ices: -3.10000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -2.80000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf
EPI System: View
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):4826-62-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :20967
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
dodec-2-enal
Chemidplus:0004826624
 
References:
 dodec-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:4826-62-4
Pubchem (cid):20967
Pubchem (sid):134984196
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
HMDB (The Human Metabolome Database):HMDB31020
FooDB:FDB003013
Export Tariff Code:2912.19.9000
Haz-Map:View
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
aldehydic
acetyl nonyryl
FL/FR
adoxal (Givaudan)
FL/FR
decanal (aldehyde C-10)
FL/FR
dodecanal (aldehyde C-12 lauric)
FL/FR
(Z)-4-
dodecenal
FL/FR
geranyl oxyacetaldehyde
FR
green hexanal
FL/FR
mandarine undecenal
FL/FR
2-
methyl undecanal (aldehyde C-12 mna)
FL/FR
nonanal (aldehyde C-9)
FL/FR
octanal (aldehyde C-8)
FL/FR
TMH aldehyde
FR
tridecanal
FL/FR
2-
tridecenal
FL/FR
undecanal
FL/FR
N-/i-
undecanal
FR
8-
undecenal
FR
(Z)-8-
undecenal
FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
buttery
butyl butyryl lactate
FL/FR
citrus
aldehydic nitrile
FR
citral diethyl acetal
FL/FR
citral dimethyl acetal
FL/FR
citronellyl nitrile
FR
(R)-
citronellyl nitrile
FR
citronitrile (Symrise)
FR
citrus unshiu peel oil
FL/FR
(E)-4-
decenal
FL/FR
(Z)-4-
decenal
FL/FR
(Z)-7-
decenal
FR
4-
decenal
FL/FR
(Z)-4-
decenal diethyl acetal
FR
iso
decyl acetate
FR
dodecane nitrile
FR
2-
dodecanone
FL/FR
lime octadienal
FR
limonene aldehyde
FR
litsea cubeba fruit oil
FL/FR
mandarin oil italy
FL/FR
marine decadienal
FR
2-
methyl decanal (aldehyde C-11 MOA)
FL/FR
methyl heptenone
FL/FR
(Z+E)-2-
methyl-2-(4-methyl-3-pentenyl) cyclopropane carbaldehyde
FL/FR
1-
methyl-4-methyl ethenyl cyclohexene sulfurized
FL/FR
alpha-
methylene citronellal
FR
(+)-
nootkatone
FL/FR
octanal glycol acetal
FR
orange fruit oil
FL/FR
blood
orange oil italy
FL/FR
bitter
orange peel oil
FL/FR
bitter
orange peel oil brazil
FL/FR
sweet
orange peel oil c.p. brazil
FL/FR
bitter
orange peel oil italy
FL/FR
bitter
orange peel oil terpeneless
FL/FR
sweet
orange peel oil terpeneless
FL/FR
alpha-
sinensal
FL/FR
tangerine acetate
FR
tangerine nitrile
FR
tangerine oil america
FL/FR
tangerine oil terpeneless
FL/FR
2-
tetradecenal
FL/FR
(E)-2-
tetradecenal
FL/FR
waxy nitrile
FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
delta-
undecalactone
FL/FR
creamy
3-
heptyl dihydro-5-methyl-2(3H)-furanone
FL/FR
fatty
(Z)-
dairy lactone
FL/FR
2,4-
decadien-1-ol
FL/FR
(E)-2-
decenal
FL/FR
(E,Z)-2,6-
dodecadienal
FL/FR
ethyl undecylenate
FL/FR
delta-
juniper lactone
FL/FR
methyl 10-undecenoate
FL/FR
4-
methyl octanoic acid
FL/FR
6-
methyl-5-hepten-2-one propylene glycol acetal
FL/FR
(E)-2-
nonenal
FL/FR
floral
bursera graveolens wood oil
FL/FR
citronellal
FL/FR
citronellol
FL/FR
citronellyl acetate
FL/FR
para-
cresyl laurate
FL/FR
dihydrocitronellyl ethyl ether
FR
dimethyl octanol
FL/FR
ethyl ethyl anthranilate
FL/FR
geranyl tiglate
FL/FR
jasmin pyranone
FL/FR
muguet butanal
FR
(E)-
nerolidol
FL/FR
nonanol
FL/FR
bitter
orangeflower water absolute
FL/FR
petitgrain mandarin oil terpeneless
FL/FR
terpinyl formate
FL/FR
(E)-2,5,9-
trimethyl-4,9-decadien-1-al
FR
fresh
10-
undecen-1-yl acetate
FL/FR
fruity
iso
amyl 2-methyl butyrate
FL/FR
iso
butyl 2-methyl butyrate
FL/FR
decyl butyrate
FL/FR
ethyl citronellate
FL/FR
ethyl methyl anthranilate
FL/FR
methyl acetoacetate
FL/FR
(E)-2-
nonen-1-yl acetate
FL/FR
octyl formate
FL/FR
tropical specialty
FR
2-
undecenal
FL/FR
(E)-2-
undecenal
FL/FR
green
cilantro leaf oil
FL/FR
citrus carbaldehyde / methyl anthranilate schiff's base
FR
ethyl (E)-4-decenoate
FL/FR
green carbaldehyde
FR
green carboxylate
FR
heptanal dimethyl acetal
FL/FR
heptyl formate
FL/FR
(Z)-3-
hexen-1-yl oxyacetaldehyde
FR
(Z)-3-
hexen-1-yl propionate
FL/FR
dextro-
limonene oxide
FL/FR
(2-
methoxy-1-methyl butyl) benzene
FR
octanal diethyl acetal
FL/FR
octanal dimethyl acetal
FL/FR
(E)-2-
octen-1-ol
FL/FR
herbal
6-
acetoxydihydrotheaspirane
FL/FR
(E)-2-
dodecenal
FL/FR
linalyl acetate
FL/FR
linalyl formate
FL/FR
6-
methoxy-2,6-dimethyl octanal
FR
(1S,5R)-
myrtenyl acetate
FL/FR
musk
iso
ambrettolide
FL/FR
terpenic
alpha-
phellandrene
FL/FR
waxy
iso
amyl decanoate
FL/FR
decanal diethyl acetal
FL/FR
decanal dimethyl acetal
FL/FR
3-
decanone
FL/FR
heptyl octanoate
FL/FR
methyl octanoate
FL/FR
myristic acid
FL/FR
nonanoic acid
FL/FR
2-
nonanol
FL/FR
(E)-2-
tridecenal
FL/FR
waxy undecadienol
FR
woody
humulus lupulus extract
FL/FR
For Flavor
No flavor group found for these
6-
acetoxydihydrotheaspirane
FL/FR
bursera graveolens wood oil
FL/FR
citrus unshiu peel oil
FL/FR
beta-
cubebene
FL
decanal dimethyl acetal
FL/FR
3-
decanone
FL/FR
4-
decenal
FL/FR
(Z)-4-
dodecenal
FL/FR
ethyl ethyl anthranilate
FL/FR
ethyl methyl anthranilate
FL/FR
linalyl formate
FL/FR
mandarine undecenal
FL/FR
3-
mercaptooctanal
FL
methyl acetoacetate
FL/FR
(Z+E)-2-
methyl-2-(4-methyl-3-pentenyl) cyclopropane carbaldehyde
FL/FR
6-
methyl-5-hepten-2-one propylene glycol acetal
FL/FR
alpha-
sinensal
FL/FR
2-
tetradecenal
FL/FR
dextro-
limonene oxide
FL/FR
aldehydic
aldehydic
acetyl nonyryl
FL/FR
nonanal (aldehyde C-9)
FL/FR
octanal (aldehyde C-8)
FL/FR
2-
tridecenal
FL/FR
bitter
glyceryl tributyrate
FL
citrus
cilantro leaf oil
FL/FR
citral diethyl acetal
FL/FR
citral dimethyl acetal
FL/FR
(Z)-4-
decenal
FL/FR
dehydronootkatone
FL
litsea cubeba fruit oil
FL/FR
mandarin oil italy
FL/FR
2-
methyl decanal (aldehyde C-11 MOA)
FL/FR
1-
methyl-4-methyl ethenyl cyclohexene sulfurized
FL/FR
(+)-
nootkatone
FL/FR
orange fruit oil
FL/FR
blood
orange oil italy
FL/FR
bitter
orange peel oil
FL/FR
sweet
orange peel oil c.p. brazil
FL/FR
bitter
orange peel oil italy
FL/FR
sweet
orange peel oil terpeneless
FL/FR
bitter
orange peel oil terpeneless
FL/FR
tangerine oil america
FL/FR
tangerine oil terpeneless
FL/FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
creamy
butyl butyryl lactate
FL/FR
jasmin pyranone
FL/FR
delta-
undecalactone
FL/FR
dusty
ethyl citronellate
FL/FR
fatty
(Z)-
dairy lactone
FL/FR
2,4-
decadien-1-ol
FL/FR
dimethyl octanol
FL/FR
(E,E)-2,4-
dodecadienal
FL
2-
dodecanone
FL/FR
ethyl (E)-4-decenoate
FL/FR
ethyl undecylenate
FL/FR
heptyl formate
FL/FR
delta-
juniper lactone
FL/FR
4-
methyl octanoic acid
FL/FR
2,4-
nonadienal
FL
(E,E)-2,4-
nonadienal
FL
nonanoic acid
FL/FR
(E)-2-
octen-1-ol
FL/FR
(E,E)-2,4-
undecadienal
FL
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
floral
citronellal
FL/FR
citronellol
FL/FR
citronellyl acetate
FL/FR
geranyl tiglate
FL/FR
linalyl acetate
FL/FR
bitter
orangeflower water absolute
FL/FR
fruity
iso
amyl 2-methyl butyrate
FL/FR
iso
butyl 2-methyl butyrate
FL/FR
decyl butyrate
FL/FR
3-
heptyl dihydro-5-methyl-2(3H)-furanone
FL/FR
bitter
orange peel oil brazil
FL/FR
petitgrain mandarin oil terpeneless
FL/FR
terpinyl formate
FL/FR
greasy
10-
undecen-1-yl acetate
FL/FR
green
(E,Z)-2,6-
dodecadienal
FL/FR
heptanal dimethyl acetal
FL/FR
(E)-2-
heptenal
FL
(Z)-3-
hexen-1-yl propionate
FL/FR
methyl heptenone
FL/FR
methyl octanoate
FL/FR
(E)-
nerolidol
FL/FR
(E,E)-2,6-
nonadienal
FL
(E)-2-
nonenal
FL/FR
2,4-
octadienal
FL
octanal diethyl acetal
FL/FR
octanal dimethyl acetal
FL/FR
octyl formate
FL/FR
herbal
green hexanal
FL/FR
musk
iso
ambrettolide
FL/FR
ripe
(E)-4-
decenal
FL/FR
soapy
dodecanal (aldehyde C-12 lauric)
FL/FR
terpenic
alpha-
phellandrene
FL/FR
waxy
adoxal (Givaudan)
FL/FR
iso
amyl decanoate
FL/FR
para-
cresyl laurate
FL/FR
decanal (aldehyde C-10)
FL/FR
decanal diethyl acetal
FL/FR
(E)-2-
decenal
FL/FR
(E)-2-
dodecenal
FL/FR
heptyl octanoate
FL/FR
methyl 10-undecenoate
FL/FR
2-
methyl undecanal (aldehyde C-12 mna)
FL/FR
myristic acid
FL/FR
2-
nonanol
FL/FR
nonanol
FL/FR
(E)-2-
nonen-1-yl acetate
FL/FR
octyl 2-furoate
FL
(E)-2-
tetradecenal
FL/FR
tridecanal
FL/FR
(E)-2-
tridecenal
FL/FR
undecanal
FL/FR
(E)-2-
undecenal
FL/FR
2-
undecenal
FL/FR
woody
humulus lupulus extract
FL/FR
(1S,5R)-
myrtenyl acetate
FL/FR
 
Potential Uses:
FRbalsam
FRcitrus
FRherbal
 
Occurrence (nature, food, other):note
 grapefruit oil c.p. @ 0.02%
Data GC Search Trop Picture
 grapefruit oil c.p. @ 0.03%
Data GC Search Trop Picture
 grapefruit oil c.p. italy @ trace%
Data GC Search Trop Picture
 lemon petiole
Search Trop Picture
 
Synonyms:
 dodec-2-en-1-al
 dodec-2-enal
2-dodecen-1-al
2-dodecenal (high trans)
3-nonyl acrolein
beta-octyl acrolein
 

Articles:

PubMed:Eryngial (trans-2-dodecenal), a bioactive compound from Eryngium foetidum: its identification, chemical isolation, characterization and comparison with ivermectin in vitro.
PubMed:Composition of the essential oil constituents from leaves and stems of Korean Coriandrum sativum and their immunotoxicity activity on the Aedes aegypti L.
PubMed:Eryngium foetidum L.: a review.
PubMed:Variations in the essential oil composition from different parts of Coriandrum sativum L. cultivated in Tunisia.
PubMed:The combination of gas chromatography-olfactometry and multidimensional gas chromatography for the characterisation of essential oils.
PubMed:Identification of character-impact odorants in coriander and wild coriander leaves using gas chromatography-olfactometry (GCO) and comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry (GC x GC-TOFMS).
PubMed:Aroma evaluation of an aquatic herb, Changpo (Acorus calamus Var. angustatus Bess), by AEDA and SPME.
PubMed:Changes in volatile compounds of gamma-irradiated fresh cilantro leaves during cold storage.
PubMed:The essential oil of Ducrosia anethifolia (DC.) Boiss. Chemical composition and antimicrobial activity.
PubMed:TRANS-2-DODECENAL AND 2-METHYL-1, 4-QUINONE PRODUCED BY A MILLIPEDE.
 
Notes:
Cilantro is a delightful spice added to make tacos and guacamole delicious and enliven the taste and aroma of many Spanish/Mexican foods. However for some people cilantro tastes and smells like soap. A number of famous chefs abhor(ed) cilantro, including Julia Child, Ina Garten (aka Barefoot Contessa) and Top Chef Fabio Viviani. It turns out that the compound that gives Cilantro the pleasant citrus taste/smell is 2-dodecenal. If you have a mutation in an olafactory receptor, it can't distinguish between 2-dodecenal and 1-dodecenal. 1-dodecenal tastes and smells soapy. So for people who hate cilantro, 2-dodecenal looks and tastes like 1-dodecenal. [DW]
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