CAS Number: | 497-03-0 | 3D/inchi
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ECHA EINECS - REACH Pre-Reg: | 207-833-0 |
FDA UNII: | 27ZVE2K81C |
Nikkaji Web: | J102.093E |
Beilstein Number: | 1698207 |
MDL: | MFCD00006977 |
XlogP3-AA: | 0.90 (est) |
Molecular Weight: | 84.11796000 |
Formula: | C5 H8 O |
NMR Predictor: | Predict (works with chrome, Edge or firefox) |
EFSA/JECFA Comments: | Mainly E-isomer (> 95%). Secondary components: acetic acid (up to 0.1%), tiglic acid (up to 0.5%) and paraldehyde (up to 1%) (i.e. 2,4,6-trimethyl-1,3,5-trioxane, which is a condensation product – cyclic ether) |
Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless clear liquid (est) |
Assay: | 95.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.86800 to 0.87300 @ 20.00 °C.
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Pounds per Gallon - (est).: | 7.231 to 7.273
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Refractive Index: | 1.44500 to 1.45000 @ 20.00 °C.
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Boiling Point: | 117.00 to 118.00 °C. @ 760.00 mm Hg
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Acid Value: | 3.00 max. KOH/g
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Vapor Pressure: | 17.107000 mmHg @ 25.00 °C. (est) |
Flash Point: | 70.00 °F. TCC ( 21.11 °C. )
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logP (o/w): | 1.065 (est) |
Soluble in: |
| alcohol | | water, 2.50E+04 mg/L @ 25 °C (exp) |
Insoluble in: |
| water |
Similar Items: note |
tiglaldehyde |
(Z)-tiglaldehyde |
Organoleptic Properties:
Odor Description: at 0.10 % in dipropylene glycol. | strong green fruit |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xi - Irritant |
R 11 - Highly flammable. R 36/37/38 - Irritating to eyes, respiratory system, and skin. S 02 - Keep out of the reach of children. S 16 - Keep away from sources of ignition - No Smoking. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37/39 - Wear suitable gloves and eye/face protection.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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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 (E)-tiglaldehyde usage levels up to: | | 0.0500 % in the fragrance concentrate.
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Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.24 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 0.20 (μg/capita/day) |
Modified Theoretical Added Maximum Daily Intake (mTAMDI): | 1700 (μg/person/day) |
Threshold of Concern: | 1800 (μg/person/day) |
Structure Class: | I |
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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): | 5.03000 | 11.86000 |
Fats and oils, and fat emulsions (type water-in-oil) (02.0): | 0.50000 | 4.00000 |
Edible ices, including sherbet and sorbet (03.0): | 0.50000 | 2.75000 |
Processed fruit (04.1): | - | - |
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | 4.78000 | 5.00000 |
Confectionery (05.0): | 5.00000 | 14.22000 |
Chewing gum (05.0): | 2.20000 | 9.56000 |
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 3.79000 | 11.40000 |
Bakery wares (07.0): | 6.20000 | 17.17000 |
Meat and meat products, including poultry and game (08.0): | 0.79000 | 3.50000 |
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | 0.50000 | 1.75000 |
Eggs and egg products (10.0): | 0.01000 | 3.00000 |
Sweeteners, including honey (11.0): | 0.51000 | 4.38000 |
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | 1.75000 | 5.00000 |
Foodstuffs intended for particular nutritional uses (13.0): | 0.01000 | 5.01000 |
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 2.00000 | 4.43000 |
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 1.00000 | 2.00000 |
Ready-to-eat savouries (15.0): | 2.00000 | 3.00000 |
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | 0.50000 | 0.50000 |
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 201: 2-Alkylated aliphatic acyclic alpha,beta-unsaturated aldehydes and precursors with or without additional double bonds from chemical subgroup 1.1.2 of FGE.19[1] View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 201 Revision 1 (FGE.201Rev1): 2-Alkylated, aliphatic, acyclic alpha,beta-unsaturated aldehydes and precursors, with or without additional double-bonds, from chemical subgroup 1.1.2 of FGE.19. View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 201 Revision 2 (FGE.201Rev2): 2-alkylated, aliphatic, acyclic alpha,beta-unsaturated aldehydes and precursors, with or without additional double-bonds, from chemical subgroup 1.1.2 of FGE.19 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 72, Revision 2 (FGE.72Rev2): consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids and related esters evaluated by JECFA (61st, 68th and 69th meetings) and structurally related to flavouring substances in FGE.05Rev3 View page or View pdf |
EPI System: | View |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 497-03-0 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 5321950 |
National Institute of Allergy and Infectious Diseases: | Data |
WISER: | UN 1989 |
WGK Germany: | 3 |
| (E)-2-methylbut-2-enal |
Chemidplus: | 0000497030 |
References:
Other Information:
Potential Blenders and core components note
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For Odor |
acidic |
iso | butyric acid | FL/FR |
| cyclohexyl acetic acid | FL/FR |
2- | methyl butyric acid | FL/FR |
| dibutyl sulfide | FL/FR |
| methyl furfuryl disulfide | FL/FR |
balsamic |
2- | acetyl furan | FL/FR |
| benzophenone | FR |
buttery |
| acetyl propionyl | FL/FR |
| butyl butyryl lactate | FL/FR |
2,3- | heptane dione | FL/FR |
| coffee dione | FL/FR |
| cyclotene | FL/FR |
cheesy |
| butyric acid | FL/FR |
2- | methyl hexanoic acid | FL/FR |
S-( | methyl thio) butyrate | FL/FR |
2- | methyl valeric acid | FL/FR |
2- | methyl-2-hexenoic acid | FR |
chocolate |
| cocoa hexenal | FL/FR |
2,6- | dimethyl pyrazine | FL/FR |
2,4,5- | trimethyl thiazole | FL/FR |
cocoa |
2- | methyl butyraldehyde | FL/FR |
coffee |
| coffee difuran | FL/FR |
| furfuryl mercaptan | FL/FR |
1- | hydroxy-2-butanone | FL/FR |
2- | methyl-3-,5 or 6-(furfuryl thio) pyrazine | FL/FR |
ethereal |
| ethyl formate | FL/FR |
| propyl formate | FL/FR |
| hexanoic acid | FL/FR |
floral |
laevo- | citronellol | FL/FR |
| citronellyl acetate | FL/FR |
(E)- | citronellyl tiglate | FL/FR |
| cyclohexyl propanol | FR |
| dihydrorose oxide | FR |
6,8- | dimethyl-2-nonanol | FR |
| floral pyran | FR |
| geranium dihydropyran | FR |
| geranium nitrile | FR |
| geranium pyran | FR |
| geranyl hexanoate | FL/FR |
| geranyl nonanoate | CS |
| geranyl tiglate | FL/FR |
| methyl citronellate | FL/FR |
| musk acetate | FR |
| peony acetonitrile | FR |
| phenethyl pivalate | FL/FR |
| phenyl acetaldehyde digeranyl acetal | FR |
| rhodinyl propionate | FL/FR |
(Z)- | rose oxide | FL/FR |
laevo- | rose oxide | FL/FR |
fried |
(E,Z)-2,4- | decadienal | |
fruity |
| acetaldehyde diisoamyl acetal | FL/FR |
iso | amyl propionate | FL/FR |
| citronellyl isobutyrate | FL/FR |
| cyclohexyl carboxylic acid | FL/FR |
| filbert hexenone | FL/FR |
4- | heptanone | FL/FR |
| methyl 4-methyl valerate | FL/FR |
2- | methyl butyl isovalerate | FL/FR |
| prenyl hexanoate | FL/FR |
| sorbyl butyrate | FL/FR |
| tropical indene | FR |
| tropical ionone | FL/FR |
| tropical thiazole | FL/FR |
2-iso | butyl thiazole | FL/FR |
| diphenyl methane | FL/FR |
| diphenyl oxide | FL/FR |
| geranium thiazole | FL/FR |
1- | hepten-3-ol | FL/FR |
(E)-4- | hexen-1-ol | |
(Z)-4- | hexen-1-ol | FL/FR |
(E)-2- | hexenal | FL/FR |
3- | hexenal | FL/FR |
1- | penten-3-ol | FL/FR |
(E)-2- | pentenal | FL/FR |
herbal |
| geranium cyclohexane | FR |
malty |
S- | methyl methioninium chloride | |
meaty |
| meaty dithiane | FL/FR |
4- | methyl nonanoic acid | FL/FR |
medicinal |
2,6- | xylenol | FL/FR |
musty |
| menthofuran | FL/FR |
3,5- | cocoa pyrazine | FL/FR |
2,3- | dimethyl pyrazine | FL/FR |
4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
| filbert heptenone | FL/FR |
5- | methyl quinoxaline | FL/FR |
2- | methyl thio-3,5 or 6-methyl pyrazine | FL/FR |
| nutty quinoxaline | FL/FR |
2,3,5,6- | tetramethyl pyrazine | FL/FR |
popcorn |
2- | acetyl pyrazine | FL/FR |
sulfurous |
| benzothiazole | FL/FR |
| dimethyl sulfide | FL/FR |
| ethyl methyl mercaptopropionate | FL/FR |
| fish thiol | FL/FR |
| furfuryl thioacetate | FL/FR |
S- | furfuryl thioformate | FL/FR |
| methyl 3-(methyl thio) propionate | FL/FR |
2- | methyl 5-(methyl thio) furan | FL/FR |
tropical |
| tropical 3-thiobutyrate | FL/FR |
vegetable |
1- | furfuryl pyrrole | FL/FR |
| methional | FL/FR |
waxy |
2- | methyl heptanoic acid | FL/FR |
| nonanoic acid | FL/FR |
2- | nonanol | FL/FR |
| undecanoic acid | FL/FR |
yeasty |
2- | octen-4-one | FL/FR |
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For Flavor |
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No flavor group found for these |
| acetaldehyde 1,3-octane diol acetal | FL |
| acetaldehyde diisoamyl acetal | FL/FR |
iso | amyl 3-methyl thiopropionate | FL |
| benzyl methyl sulfide | FL |
(E,Z)-2,4- | decadienal | |
2,5- | dimethyl-3-thiofuroyl furan | FL |
| ethyl 3-octenoate | FL |
| ethyl cyclohexyl carboxylate | FL |
(E,E)-2,4- | heptadien-1-ol | FL |
(Z)-3- | hexenoic acid | FL |
5- | methyl hexanoic acid | FL |
4- | methyl valeric acid | FL |
2- | methyl-3-,5 or 6-(furfuryl thio) pyrazine | FL/FR |
| prenyl hexanoate | FL/FR |
acidic |
iso | butyric acid | FL/FR |
alliaceous |
| benzyl mercaptan | FL |
| dicyclohexyl disulfide | FL |
| tropical thiazole | FL/FR |
balsamic |
| phenethyl pivalate | FL/FR |
brown |
1- | hydroxy-2-butanone | FL/FR |
burnt |
| furfuryl alcohol | FL |
2- | methyl quinoxaline | FL |
2,6- | xylenol | FL/FR |
buttery |
2,3- | heptane dione | FL/FR |
2- | methyl valeric acid | FL/FR |
(E)-2- | pentenoic acid | FL |
caramellic |
| caramel furanone | FL |
| cyclotene | FL/FR |
cheesy |
| hexanoic acid | FL/FR |
cocoa |
| cocoa hexenal | FL/FR |
coffee |
| coffee difuran | FL/FR |
| coffee dione | FL/FR |
| coffee pyrazine | FL |
| difurfuryl ether | FL |
| diisoamyl thiomalate | FL |
2,4- | dimethyl thiazole | FL |
| furfuryl mercaptan | FL/FR |
| methyl furfuryl disulfide | FL/FR |
2- | thiophene thiol | FL |
corn chip |
2- | acetyl-2-thiazoline | FL |
creamy |
| acetoin butyrate | FL |
| butyl butyryl lactate | FL/FR |
2- | methyl-4-pentenoic acid | FL |
dairy |
4- | pentenoic acid | FL |
earthy |
| difurfuryl sulfide | FL |
eggy |
iso | propyl mercaptan | FL |
ethereal |
| ethyl formate | FL/FR |
fatty |
| dimethyl sulfoxide | FL |
4- | methyl nonanoic acid | FL/FR |
| nonanoic acid | FL/FR |
2,4- | octadien-1-ol | FL |
(E)-2- | octenoic acid | FL |
fermented |
| methyl thio isovalerate | FL |
floral |
laevo- | citronellol | FL/FR |
| citronellyl acetate | FL/FR |
| geranyl tiglate | FL/FR |
| methyl citronellate | FL/FR |
laevo- | rose oxide | FL/FR |
| tropical ionone | FL/FR |
fruity |
iso | amyl propionate | FL/FR |
| citronellyl isobutyrate | FL/FR |
| cyclohexyl carboxylic acid | FL/FR |
| filbert hexenone | FL/FR |
| furfuryl propionate | FL |
| geranyl hexanoate | FL/FR |
4- | heptanone | FL/FR |
| methyl 4-methyl valerate | FL/FR |
2- | methyl butyl isovalerate | FL/FR |
2- | methyl butyric acid | FL/FR |
| propyl formate | FL/FR |
| rhodinyl propionate | FL/FR |
| sorbyl butyrate | FL/FR |
fusel |
2- | methyl butyraldehyde | FL/FR |
green |
2-iso | butyl thiazole | FL/FR |
(E)- | citronellyl tiglate | FL/FR |
| dibutyl sulfide | FL/FR |
| diphenyl methane | FL/FR |
| diphenyl oxide | FL/FR |
2- | ethyl butyraldehyde | FL |
| geranium thiazole | FL/FR |
1- | hepten-3-ol | FL/FR |
(E)-4- | hexen-1-ol | |
(Z)-4- | hexen-1-ol | FL/FR |
(E)-2- | hexenal | FL/FR |
3- | hexenal | FL/FR |
2- | methyl-5-isopropyl pyrazine | FL |
1- | penten-3-ol | FL/FR |
(E)-2- | pentenal | FL/FR |
(Z)- | rose oxide | FL/FR |
meaty |
| benzothiazole | FL/FR |
2,6- | dimethyl pyrazine | FL/FR |
| meaty dithiane | FL/FR |
2- | methyl 3-(methyl thio) furan | FL |
2- | methyl-3-tetrahydrofuran thiol | FL |
metallic |
2,5- | dihydroxy-1,4-dithiane | FL |
mustard |
| furfuryl methyl ether | FL |
musty |
| menthofuran | FL/FR |
2- | methyl 5-(methyl thio) furan | FL/FR |
S-( | methyl thio) butyrate | FL/FR |
nutty |
2- | acetyl furan | FL/FR |
3,5(6)- | cocoa pyrazine | FL |
3,5- | cocoa pyrazine | FL/FR |
2,3- | dimethyl pyrazine | FL/FR |
4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
| filbert heptenone | FL/FR |
5- | methyl quinoxaline | FL/FR |
2- | methyl thio-3,5 or 6-methyl pyrazine | FL/FR |
| nutty quinoxaline | FL/FR |
2,3,5,6- | tetramethyl pyrazine | FL/FR |
2,4,5- | trimethyl thiazole | FL/FR |
oily |
2- | methyl hexanoic acid | FL/FR |
onion |
| furfuryl isopropyl sulfide | FL |
| methyl propyl disulfide | FL |
roasted |
2- | acetyl pyrazine | FL/FR |
| ethyl 3-(furfuryl thio) propionate | FL |
| furfuryl thioacetate | FL/FR |
sour |
| butyric acid | FL/FR |
2,4- | dimethyl-2-pentenoic acid | FL |
3- | methyl valeric acid | FL |
sulfurous |
| butyl mercaptan | FL |
| dimethyl sulfide | FL/FR |
| ethyl methyl mercaptopropionate | FL/FR |
| ethyl methyl sulfide | FL |
S- | ethyl thioacetate | FL |
| fish thiol | FL/FR |
S- | furfuryl thioformate | FL/FR |
| furfuryl thiopropionate | FL |
| methyl 4-(methyl thio) butyrate | FL |
S- | methyl methioninium chloride | |
| potato butanone | FL |
2- | thienyl mercaptan | FL |
| tropical 3-thiobutyrate | FL/FR |
sweet |
| cyclohexyl acetic acid | FL/FR |
toasted |
| acetyl propionyl | FL/FR |
tomato |
| methional | FL/FR |
vegetable |
1- | furfuryl pyrrole | FL/FR |
| methyl 3-(methyl thio) propionate | FL/FR |
2- | octen-4-one | FL/FR |
waxy |
2- | methyl heptanoic acid | FL/FR |
2- | nonanol | FL/FR |
| undecanoic acid | FL/FR |
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Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| but-2-enal, (E)-2-methyl- | 2- | butenal, 2-methyl-, (2E)- | 2- | butenal, 2-methyl-, (E)- | | crotonaldehyde, 2-methyl-, (E)- | (E)-alpha,beta- | dimethyl acrolein | trans-2,3- | dimethyl acrolein | trans-alpha,beta- | dimethyl acrolein | (E)-2,3- | dimethylacrolein | trans-2,3- | dimethylacrolein | 2- | methyl (E)-2-butenal | (E)-alpha- | methyl crotonaldehyde | trans-2- | methyl crotonaldehyde | trans-alpha- | methyl crotonaldehyde | (2E)-2- | methyl-2-butenal | (E)- | methyl-2-butenal | (E)-2- | methyl-2-butenal | trans- | methyl-2-butenal | trans-2- | methyl-2-butenal | 2- | methyl-2-butenal, (E)- | 2- | methyl-2-butenal, trans- | (E)-2- | methyl-but-2-enal | 2- | methylbut-2-en-1-al, (E)- | (2E)-2- | methylbut-2-enal | (E)-2- | methylbut-2-enal | trans-2- | methylbut-2-enal | (E)-2- | methylcrotonaldehyde | 2- | methylcrotonaldehyde, (E)- | | tigaldehyde, trans- | trans- | tiglaldehyde | trans- | tiglic aldehyde |
Articles:
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