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(E,E)-2,4-dodecadienal
trans,trans-2,4-dodecadienal

Supplier Sponsors

Name:(2E,4E)-dodeca-2,4-dienal
CAS Number: 21662-16-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:244-517-1
FDA UNII: VO340RJ9LU
Nikkaji Web:J126.514H
Beilstein Number:1776172
CoE Number:11758
XlogP3-AA:4.30 (est)
Molecular Weight:180.29060000
Formula:C12 H20 O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Also(can) Contains:(E,Z)-2,4-dodecadienal
EFSA/JECFA Comments:
At least 85%; secondary component 11-12% 2-trans-4-cis isomer. (EFSA) The chemical name in the UL should be changed to Dodeca-(2E,4E)-dienal, in accordance with the CAS nr and the most recent speci?cations on stereoisomeric composition (Documentation provided to EFSA nr.10)
Category:flavoring 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
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1196 trans,trans-2,4-dodecadienal
DG SANTE Food Flavourings:05.125 trans,trans-2,4-dodecadienal
FEMA Number:3670 trans,trans-2,4-dodecadienal
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):21662-16-8 ; TRANS,TRANS-2,4-DODECADIENAL
 
Physical Properties:
Appearance:pale yellow to yellow clear liquid (est)
Assay: 97.00 to 100.00 sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity:0.98300 to 0.98900 @ 25.00 °C.
Pounds per Gallon - (est).: 8.180 to 8.229
Refractive Index:1.47000 to 1.47600 @ 20.00 °C.
Boiling Point: 130.00 °C. @ 6.00 mm Hg
Acid Value: 3.00 max. KOH/g
Vapor Pressure:0.005000 mmHg @ 25.00 °C. (est)
Flash Point: 220.00 °F. TCC ( 104.44 °C. )
logP (o/w): 4.438 (est)
Soluble in:
 alcohol
 water, 11.33 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: fatty
Odor Strength:medium
Substantivity: > 168 hour(s) at 100.00 %
grapefruit orange fatty citrus
Odor Description:at 100.00 %. grapefruit orange fatty citrus
Flavor Type: fatty
fatty waxy citrus peel chicken
Taste Description: fatty waxy citrus peel chicken skin
Odor and/or flavor descriptions from others (if found).
Bedoukian Research
2,4-DODECADIEN-1-AL ≥90.0% (trans,trans), Kosher
Odor Description:An oily, fatty, dairy odor with a hint of citrus
Taste Description:Fatty, waxy, citrus peel, with slight chicken skin notes
Peel notes of most citrus flavors, specifically orange and grapefruit.
Alfrebro
2,4-DODECADIENAL NATURAL 10% IN MCTG
Odor Description:Powerful, Vegetable
 
Cosmetic Information:
None found
 
Suppliers:
Alfrebro
2,4-DODECADIENAL NATURAL 10% IN ETHYL ACETATE
Odor: Powerful, Vegetable
Alfrebro
2,4-DODECADIENAL NATURAL 10% IN MCTG
Odor: Powerful, Vegetable
Bedoukian Research
2,4-DODECADIEN-1-AL
≥90.0% (trans,trans), Kosher
Odor: An oily, fatty, dairy odor with a hint of citrus
Flavor: Fatty, waxy, citrus peel, with slight chicken skin notes
Peel notes of most citrus flavors, specifically orange and grapefruit.
BOC Sciences
For experimental / research use only.
2,4-DODECADIEN-1-AL 97.0% (sum of isomers)
Parchem
(E,E)-2,4-dodecadien-1-al
Penta International
TRANS-2-TRANS-4-DODECADIENAL
 
Safety Information:
Preferred SDS: View
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 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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
IFRA Critical Effect:
Insufficient data
 View the IFRA Standard
Recommendation for (E,E)-2,4-dodecadienal usage levels up to:
 PROHIBITED: Should not be used as a fragrance ingredient.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.095 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 82 (μg/person/day)
Threshold of Concern:1800 (μg/person/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: 13
Click here to view publication 13
 average usual ppmaverage maximum ppm
baked goods: -1.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -0.50000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: -0.50000
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -0.50000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: -0.50000
soft candy: --
soups: -0.50000
sugar substitutes: --
sweet sauces: --
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 0.010001.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.500005.00000
Edible ices, including sherbet and sorbet (03.0): 0.010001.00000
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 0.010001.00000
Confectionery (05.0): 0.050001.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.050001.00000
Bakery wares (07.0): 0.500003.00000
Meat and meat products, including poultry and game (08.0): 0.500003.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.500003.00000
Eggs and egg products (10.0): 0.010001.00000
Sweeteners, including honey (11.0): 1.00000-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.050001.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.010001.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 0.010001.00000
Ready-to-eat savouries (15.0): 0.500003.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.010001.00000
 
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):

Flavouring Group Evaluation 203: alpha,beta-Unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.4 of FGE.19 with two or more conjugated double bonds and with or without additional non-conjugated double bonds
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 203, Revision 1 (FGE.203Rev1): a,ß-Unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.4 of FGE.19 with two or more conjugated double-bonds and with or without additional non-conjugated double-bonds
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 203, Revision 2 (FGE.203Rev2): a,ß-unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.4 of FGE.19 with two or more conjugated double-bonds and with or without additional non-conjugated double-bonds
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 70, Revision 1 (FGE.70Rev1): consideration of aliphatic, linear, a,ß-unsaturated, di- and trienals and related alcohols, acids and esters evaluated by JECFA (61st-68th-69th meeting)
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):21662-16-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5367530
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(2E,4E)-dodeca-2,4-dienal
Chemidplus:0021662168
 
References:
 (2E,4E)-dodeca-2,4-dienal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:21662-16-8
Pubchem (cid):5367530
Pubchem (sid):134994028
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB39590
FooDB:FDB019215
Export Tariff Code:2912.19.9000
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
decanal (aldehyde C-10)
FL/FR
dodecanal (aldehyde C-12 lauric)
FL/FR
2-
methyl undecanal (aldehyde C-12 mna)
FL/FR
tridecanal
FL/FR
buttery
butyl butyryl lactate
FL/FR
citrus
benzyl anthranilate
FR
4-
decenal
FL/FR
(E)-4-
decenal
FL/FR
dimethyl octenone
FR
2,4-
dimethyl-3-cyclohexene-1-methanyl acetate
FR
grapefruit indene
FR
grapefruit mercaptan
FL/FR
grapefruit nitrile
FR
grapefruit oil c.p. california
FL/FR
grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)
FL/FR
grapefruit oil terpeneless
FL/FR
grapefruit pentanol
FR
myrmac aldehyde
FR
(+)-
nootkatone
FL/FR
rhubafuran
FR
alpha-
terpinyl methyl ether
FL/FR
(±)-2,4,8-
trimethyl-7-nonen-2-ol
FL/FR
valencene
FL/FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
delta-
undecalactone
FL/FR
fatty
(Z)-
dairy lactone
FL/FR
decanoic acid
FL/FR
(E)-2-
decenal
FL/FR
ethyl undecylenate
FL/FR
delta-
juniper lactone
FL/FR
4-
methyl octanoic acid
FL/FR
floral
cassis oxime 10%
FR
para-
cresyl laurate
FL/FR
3-
decanol
FL/FR
2-
decanone
FL/FR
dimethyl octanol
FL/FR
gardenia amide
FR
gardenia decalone
FR
gardenia pentyl acetate
FR
jasmin pyranone
FL/FR
magnolia indene
FR
neryl acetate
FL/FR
nonanol
FL/FR
peony acetonitrile
FR
phenethyl anthranilate
FL/FR
fresh
10-
undecen-1-yl acetate
FL/FR
fruity
iso
butyl methyl anthranilate
FL/FR
decyl butyrate
FL/FR
grapefruit acetal
FR
octyl formate
FL/FR
2-
undecenal
FL/FR
green
cilantro leaf oil
FL/FR
ethyl (E)-4-decenoate
FL/FR
heptanal dimethyl acetal
FL/FR
heptyl formate
FL/FR
(Z)-3-
hexen-1-yl propionate
FL/FR
(E)-2-
octen-1-ol
FL/FR
herbal
6-
acetoxydihydrotheaspirane
FL/FR
2-
dodecenal
FL/FR
linalyl acetate
FL/FR
3-
octyl acetate
FL/FR
musk
iso
ambrettolide
FL/FR
oily
butter acids
FL/FR
sulfurous
grapefruit menthane
FL/FR
waxy
iso
amyl decanoate
FL/FR
heptyl octanoate
FL/FR
methyl octanoate
FL/FR
myristic acid
FL/FR
nonanoic acid
FL/FR
(E)-2-
tridecenal
FL/FR
For Flavor
No flavor group found for these
6-
acetoxydihydrotheaspirane
FL/FR
iso
butyl methyl anthranilate
FL/FR
3-
decanol
FL/FR
4-
decenal
FL/FR
dihydronootkatone
FL
11-
dodecenoic acid
FL
4-
mercapto-4-methyl-2-pentanol
FL
aldehydic
aldehydic
acetyl nonyryl
FL/FR
bitter
glyceryl tributyrate
FL
citrus
cilantro leaf oil
FL/FR
grapefruit mercaptan
FL/FR
grapefruit oil c.p. california
FL/FR
grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)
FL/FR
grapefruit oil terpeneless
FL/FR
(+)-
nootkatone
FL/FR
(±)-2,4,8-
trimethyl-7-nonen-2-ol
FL/FR
valencene
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
fatty
butter acids
FL/FR
(Z)-
dairy lactone
FL/FR
dimethyl octanol
FL/FR
2-
dodecenal
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
fermented
2-
decanone
FL/FR
floral
linalyl acetate
FL/FR
neryl acetate
FL/FR
phenethyl anthranilate
FL/FR
fruity
decyl butyrate
FL/FR
greasy
10-
undecen-1-yl acetate
FL/FR
green
(E)-4-
decenal
FL/FR
heptanal dimethyl acetal
FL/FR
(Z)-3-
hexen-1-yl propionate
FL/FR
methyl octanoate
FL/FR
3-
octyl acetate
FL/FR
octyl formate
FL/FR
musk
iso
ambrettolide
FL/FR
soapy
decanoic acid
FL/FR
dodecanal (aldehyde C-12 lauric)
FL/FR
sulfurous
grapefruit menthane
FL/FR
waxy
iso
amyl decanoate
FL/FR
para-
cresyl laurate
FL/FR
decanal (aldehyde C-10)
FL/FR
(E)-2-
decenal
FL/FR
heptyl octanoate
FL/FR
2-
methyl undecanal (aldehyde C-12 mna)
FL/FR
myristic acid
FL/FR
nonanol
FL/FR
octyl 2-furoate
FL
tridecanal
FL/FR
(E)-2-
tridecenal
FL/FR
2-
undecenal
FL/FR
woody
alpha-
terpinyl methyl ether
FL/FR
 
Potential Uses:
FLcitrus
FRfruit
FLgrapefruit
FLorange
 waxy
 
Occurrence (nature, food, other):note
 angelica seed oil CO2 extract @ 0.60%
Data GC Search Trop Picture
 citrus reticulata blanco var. clementine
Search Trop Picture
 coriander leaf
Search Trop Picture
 periwinkle madagascar periwinkle
Search Trop Picture
 
Synonyms:
(2E,4E)-dodeca-2,4-dienal
(2trans,4trans)-dodeca-2,4-dienal
(E,E)-dodeca-2,4-dienal
(E,E)-2,4-dodecadien-1-al
(E)-2,(E)-4-dodecadien-1-al
trans-2,trans-4-dodecadien-1-al
trans,trans-2,4-dodecadien-1-al
(2E,4E)-2,4-dodecadienal
(5E,7E)-dodecadienal
(6E,8E)-dodecadienal
(7E,9E)-dodecadienal
(trans,trans)-2,4-dodecadienal
trans-2-trans-4-dodecadienal
trans,trans-2,4-dodecadienal
2,4-dodecadienal, (2E,4E)-
2,4-dodecadienal, (E,E)-
2,4-dodecadienal, trans,trans-
 
 
Notes:
Flavouring ingredient esp. for fats and oils. Reported in angelica root, oxidised soybean oil, oxidised milk, potato chips and cured ham
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