| CAS Number: | 4826-62-4 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 225-402-5 |
| FDA UNII: | Search |
| CoE Number: | 124 |
| XlogP3-AA: | 4.80 (est) |
| Molecular Weight: | 182.30654000 |
| Formula: | C12 H22 O |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
| EFSA/JECFA Comments: |
| At least 93%; secondary component 3-4% 2-dodecenoic acid. (EFSA)
According to the specifcations provided (Documentation provided to EFSA nr: 1), this entry is synonymous with dodec-2(trans)-enal [FL-no: 05.144], evaluated in FGE.05Rev3
93–95% (2 E)-isomer (2–3% (2Z)-isomer and SC: 3–4% 2-dodecenoic acid |
Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless to pale yellow clear liquid (est) |
| Assay: | 94.00 to 99.80 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 mmHg @ 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:
Suppliers:
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 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 |
| RIFM Fragrance Material Safety Assessment: Search |
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
| Recommendation for 2-dodecenal usage levels up to: | | | 1.0000 % in the fragrance concentrate.
|
| |
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 1.20 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 2.00 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI): | 1100 (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: 3 |
| Click here to view publication 3 |
| | average usual ppm | average 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: | - | - |
| |
| 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/kg | maximum usage mg/kg |
| Dairy products, excluding products of category 02.0 (01.0): | 3.29000 | 5.83000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0): | - | - |
| Edible ices, including sherbet and sorbet (03.0): | - | - |
| Processed fruit (04.1): | - | - |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - |
| Confectionery (05.0): | 2.63000 | 4.75000 |
| Chewing gum (05.3): | - | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 2.10000 | 4.20000 |
| Bakery wares (07.0): | 3.20000 | 7.25000 |
| Meat and meat products, including poultry and game (08.0): | - | - |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | - | - |
| Eggs and egg products (10.0): | - | - |
| Sweeteners, including honey (11.0): | - | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | - | - |
| Foodstuffs intended for particular nutritional uses (13.0): | - | - |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 1.81000 | 3.28000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 1.00000 | 3.00000 |
| Ready-to-eat savouries (15.0): | - | - |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | - | - |
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
|
Scientific Opinion on Flavouring Group Evaluation 200, Revision 1 (FGE.200 Rev.1): 74 a,ß-unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.1 of FGE.19
View page or View pdf
|
Safety and efficacy of 26 compounds belonging to chemical group 3 (a,ß-unsaturated straight-chain and branched-chain aliphatic primary alcohols, aldehydes, acids and esters) when used as flavourings for all animal species and categories
View page or View pdf
|
Scientific Opinion on Flavouring Group Evaluation 71 Revision 1 (FGE.71Rev1): consideration of aliphatic, linear, a,ß-unsaturated alcohols, aldehydes, carboxylic acids, and related esters evaluated by JECFA (63rd and 69th meeting) structurally related to flavouring substances evaluated in FGE.05Rev3
View page or View pdf
|
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations: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:
Other Information:
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 |
4- decenal
FL/FR |
(E)-4- decenal
FL/FR |
(Z)-4- decenal
FL/FR |
(Z)-7- decenal
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 |
(E)-2- undecenal
FL/FR |
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 |
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 |
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 |
bitter orange peel oil terpeneless
FL/FR |
sweet orange peel oil terpeneless
FL/FR |
alpha- sinensal
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 |
(E,E)-2,4- nonadienal
FL |
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)-4- decenal
FL/FR |
(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 |
linalyl formate
FL/FR |
| musk |
iso ambrettolide
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 |
mandarine undecenal
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:
Occurrence (nature, food, other): note
Synonyms:
| | dodec-2-en-1-al | | | dodec-2-enal | | 2- | dodecen-1-al | | 2- | dodecenal (high trans) | | 3- | nonyl acrolein | | beta- | octyl acrolein |
Articles:
|
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]
|
