(E,E)-2,4-dodecadienal
trans,trans-2,4-dodecadienal
 
Notes:
Flavouring ingredient esp. for fats and oils. Reported in angelica root, oxidised soybean oil, oxidised milk, potato chips and cured ham
  • Alfrebro
  • Bedoukian Research
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      21662-16-8 2,4-DODECADIEN-1-AL 97.0% (sum of isomers)
       
  • Penta International
    • Penta International Corporation
      Chemistry innovation
      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      Product(s):
      04-87380 TRANS-2-TRANS-4-DODECADIENAL
       
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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 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
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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
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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
 
 
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Cosmetic Information:
None found
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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
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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 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
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Safety in Use Information:
Category: flavoring agents
IFRA Critical Effect: Insufficient data
IFRA: View 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 (05.0): --
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
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alpha,beta-unsaturated aldehydes and related substances used as flavor ingredients. View pdf
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,-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,-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,-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
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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
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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
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Potential Blenders and core components note
 
For Odor
aldehydic
 acetyl nonyrylFL/FR
 decanal (aldehyde C-10)FL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 tridecanalFL/FR
buttery
 butyl butyryl lactateFL/FR
citrus
 benzyl anthranilateFR
4-decenalFL/FR
(E)-4-decenalFL/FR
 dimethyl octenoneFR
2,4-dimethyl-3-cyclohexene-1-methanyl acetateFR
 grapefruit indeneFR
 grapefruit mercaptanFL/FR
 grapefruit nitrileFR
 grapefruit oil c.p. (citrus paradisi var. red blush) 
 grapefruit oil c.p. californiaFL/FR
 grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)FL/FR
 grapefruit oil terpenelessFL/FR
 grapefruit pentanolFR
 myrmac aldehydeFR
(+)-nootkatoneFL/FR
 rhubafuranFR
alpha-terpinyl methyl etherFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
coconut
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
delta-undecalactoneFL/FR
fatty
(Z)-dairy lactoneFL/FR
 decanoic acidFL/FR
(E)-2-decenalFL/FR
 ethyl undecylenateFL/FR
delta-juniper lactoneFL/FR
4-methyl octanoic acidFL/FR
floral
 cassis oxime 10%FR
para-cresyl laurateFL/FR
3-decanolFL/FR
2-decanoneFL/FR
 dimethyl octanolFL/FR
 gardenia amideFR
 gardenia decaloneFR
 gardenia pentyl acetateFR
 jasmin pyranoneFL/FR
 magnolia indeneFR
 neryl acetateFL/FR
 nonanolFL/FR
 peony acetonitrileFR
 phenethyl anthranilateFL/FR
fresh
10-undecen-1-yl acetateFL/FR
fruity
isobutyl methyl anthranilateFL/FR
 decyl butyrateFL/FR
 grapefruit acetalFR
 octyl formateFL/FR
2-undecenalFL/FR
green
 cilantro leaf oilFL/FR
 ethyl (E)-4-decenoateFL/FR
 heptanal dimethyl acetalFL/FR
 heptyl formateFL/FR
(Z)-3-hexen-1-yl propionateFL/FR
(E)-2-octen-1-olFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
2-dodecenalFL/FR
 linalyl acetateFL/FR
3-octyl acetateFL/FR
musk
isoambrettolideFL/FR
oily
 butter acidsFL/FR
sulfurous
 grapefruit menthaneFL/FR
waxy
isoamyl decanoateFL/FR
 heptyl octanoateFL/FR
 methyl octanoateFL/FR
 myristic acidFL/FR
 nonanoic acidFL/FR
(E)-2-tridecenalFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
isobutyl methyl anthranilateFL/FR
3-decanolFL/FR
4-decenalFL/FR
 dihydronootkatoneFL
11-dodecenoic acidFL
 grapefruit oil c.p. (citrus paradisi var. red blush) 
4-mercapto-4-methyl-2-pentanolFL
aldehydic
 acetyl nonyrylFL/FR
bitter
 glyceryl tributyrateFL
citrus
 cilantro leaf oilFL/FR
 grapefruit mercaptanFL/FR
 grapefruit oil c.p. californiaFL/FR
 grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)FL/FR
 grapefruit oil terpenelessFL/FR
(+)-nootkatoneFL/FR
(±)-2,4,8-trimethyl-7-nonen-2-olFL/FR
 valenceneFL/FR
coconut
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
creamy
 butyl butyryl lactateFL/FR
 jasmin pyranoneFL/FR
delta-undecalactoneFL/FR
fatty
 butter acidsFL/FR
(Z)-dairy lactoneFL/FR
 dimethyl octanolFL/FR
2-dodecenalFL/FR
 ethyl (E)-4-decenoateFL/FR
 ethyl undecylenateFL/FR
 heptyl formateFL/FR
delta-juniper lactoneFL/FR
4-methyl octanoic acidFL/FR
(E,E)-2,4-nonadienalFL
2,4-nonadienalFL
 nonanoic acidFL/FR
(E)-2-octen-1-olFL/FR
(E,E)-2,4-undecadienalFL
fermented
2-decanoneFL/FR
floral
 linalyl acetateFL/FR
 neryl acetateFL/FR
 phenethyl anthranilateFL/FR
fruity
 decyl butyrateFL/FR
greasy
10-undecen-1-yl acetateFL/FR
green
 heptanal dimethyl acetalFL/FR
(Z)-3-hexen-1-yl propionateFL/FR
 methyl octanoateFL/FR
3-octyl acetateFL/FR
 octyl formateFL/FR
musk
isoambrettolideFL/FR
ripe
(E)-4-decenalFL/FR
soapy
 decanoic acidFL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
sulfurous
 grapefruit menthaneFL/FR
waxy
isoamyl decanoateFL/FR
para-cresyl laurateFL/FR
 decanal (aldehyde C-10)FL/FR
(E)-2-decenalFL/FR
 heptyl octanoateFL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 myristic acidFL/FR
 nonanolFL/FR
 octyl 2-furoateFL
 tridecanalFL/FR
(E)-2-tridecenalFL/FR
2-undecenalFL/FR
woody
alpha-terpinyl methyl etherFL/FR
 
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Potential Uses:
 citrusFL
 fruitFR
 grapefruitFL
 orangeFL
 waxy 
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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
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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-
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