(E)-tiglaldehyde
(E)-2-methyl-2-butenal
 
Notes:
None found
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  • Synerzine
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      W1321 2-Methyl-2-butenal
       
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      T1003 trans-2-Methyl-2-butenal >95.0%(GC)
      SDS
       
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      Tiglic Aldehyde
       
Synonyms   Articles   Notes   Search
CAS Number: 497-03-0Picture of molecule3D/inchi
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:
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
DG SANTE Food Flavourings: 05.095  (E)-2-methylcrotonaldehyde
FDA Mainterm (SATF):497-03-0 ; 2-METHYL-2-BUTENAL
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.86800 to 0.87300 @  20.00 °C.
Pounds per Gallon - (est).: 7.231 to  7.273
Refractive Index: 1.44500 to 1.45000 @  20.00 °C.
Boiling Point: 117.00 to  118.00 °C. @ 760.00 mm Hg
Acid Value: 3.00 max. KOH/g
Vapor Pressure: 17.107000 mmHg @ 25.00 °C. (est)
Flash Point: 70.00 °F. TCC ( 21.11 °C. )
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
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Organoleptic Properties:
Odor Description:
at 0.10 % in dipropylene glycol. 
strong green fruit
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Tiglic aldehyde 95%
Parchem
(E)-tiglaldehyde
Penta International
2-METHYL-2-BUTENAL
Santa Cruz Biotechnology
For experimental / research use only.
Tiglic aldehyde
Sigma-Aldrich: Aldrich
For experimental / research use only.
Tiglic aldehyde ≥96%
Synerzine
2-Methyl-2-butenal
TCI AMERICA
For experimental / research use only.
trans-2-Methyl-2-butenal >95.0%(GC)
WholeChem
Tiglic Aldehyde
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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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.
 
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: 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.
 
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
 
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): 5.0300011.86000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.500004.00000
Edible ices, including sherbet and sorbet (03.0): 0.500002.75000
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 4.780005.00000
Confectionery (05.0): 5.0000014.22000
Chewing gum (05.0): 2.200009.56000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 3.7900011.40000
Bakery wares (07.0): 6.2000017.17000
Meat and meat products, including poultry and game (08.0): 0.790003.50000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.500001.75000
Eggs and egg products (10.0): 0.010003.00000
Sweeteners, including honey (11.0): 0.510004.38000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 1.750005.00000
Foodstuffs intended for particular nutritional uses (13.0): 0.010005.01000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 2.000004.43000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000002.00000
Ready-to-eat savouries (15.0): 2.000003.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.500000.50000
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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
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References:
 (E)-2-methylbut-2-enal
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 497-03-0
Pubchem (cid): 5321950
Pubchem (sid): 134977393
Pherobase: View
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB31512
Export Tariff Code: 2912.19.5000
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
acidic
isobutyric acidFL/FR
 cyclohexyl acetic acidFL/FR
2-methyl butyric acidFL/FR
 dibutyl sulfideFL/FR
 methyl furfuryl disulfideFL/FR
balsamic
2-acetyl furanFL/FR
 benzophenoneFR
buttery
 acetyl propionylFL/FR
 butyl butyryl lactateFL/FR
2,3-heptane dioneFL/FR
 coffee dioneFL/FR
 cycloteneFL/FR
cheesy
 butyric acidFL/FR
2-methyl hexanoic acidFL/FR
S-(methyl thio) butyrateFL/FR
2-methyl valeric acidFL/FR
2-methyl-2-hexenoic acidFR
chocolate
 cocoa hexenalFL/FR
2,6-dimethyl pyrazineFL/FR
2,4,5-trimethyl thiazoleFL/FR
cocoa
2-methyl butyraldehydeFL/FR
coffee
 coffee difuranFL/FR
 furfuryl mercaptanFL/FR
1-hydroxy-2-butanoneFL/FR
2-methyl-3-,5 or 6-(furfuryl thio) pyrazineFL/FR
ethereal
 ethyl formateFL/FR
 propyl formateFL/FR
 hexanoic acidFL/FR
floral
laevo-citronellolFL/FR
 citronellyl acetateFL/FR
(E)-citronellyl tiglateFL/FR
 cyclohexyl propanolFR
 dihydrorose oxideFR
6,8-dimethyl-2-nonanolFR
 floral pyranFR
 geranium dihydropyranFR
 geranium nitrileFR
 geranium pyranFR
 geranyl hexanoateFL/FR
 geranyl nonanoateCS
 geranyl tiglateFL/FR
 methyl citronellateFL/FR
 musk acetateFR
 peony acetonitrileFR
 phenethyl pivalateFL/FR
 phenyl acetaldehyde digeranyl acetalFR
 rhodinyl propionateFL/FR
(Z)-rose oxideFL/FR
laevo-rose oxideFL/FR
fried
(E,Z)-2,4-decadienal 
fruity
 acetaldehyde diisoamyl acetalFL/FR
isoamyl propionateFL/FR
 citronellyl isobutyrateFL/FR
 cyclohexyl carboxylic acidFL/FR
 filbert hexenoneFL/FR
4-heptanoneFL/FR
 methyl 4-methyl valerateFL/FR
2-methyl butyl isovalerateFL/FR
 prenyl hexanoateFL/FR
 sorbyl butyrateFL/FR
 tropical indeneFR
 tropical iononeFL/FR
 tropical thiazoleFL/FR
2-isobutyl thiazoleFL/FR
 diphenyl methaneFL/FR
 diphenyl oxideFL/FR
 geranium thiazoleFL/FR
1-hepten-3-olFL/FR
(E)-4-hexen-1-ol 
(Z)-4-hexen-1-olFL/FR
(E)-2-hexenalFL/FR
3-hexenalFL/FR
1-penten-3-olFL/FR
(E)-2-pentenalFL/FR
herbal
 geranium cyclohexaneFR
malty
S-methyl methioninium chloride 
meaty
 meaty dithianeFL/FR
4-methyl nonanoic acidFL/FR
medicinal
2,6-xylenolFL/FR
musty
 menthofuranFL/FR
3,5-cocoa pyrazineFL/FR
2,3-dimethyl pyrazineFL/FR
4,5-dimethyl-2-ethyl-3-thiazolineFL/FR
 filbert heptenoneFL/FR
5-methyl quinoxalineFL/FR
2-methyl thio-3,5 or 6-methyl pyrazineFL/FR
 nutty quinoxalineFL/FR
2,3,5,6-tetramethyl pyrazineFL/FR
popcorn
2-acetyl pyrazineFL/FR
sulfurous
 benzothiazoleFL/FR
 dimethyl sulfideFL/FR
 ethyl methyl mercaptopropionateFL/FR
 fish thiolFL/FR
 furfuryl thioacetateFL/FR
S-furfuryl thioformateFL/FR
 methyl 3-(methyl thio) propionateFL/FR
2-methyl 5-(methyl thio) furanFL/FR
tropical
 tropical 3-thiobutyrateFL/FR
vegetable
1-furfuryl pyrroleFL/FR
 methionalFL/FR
waxy
2-methyl heptanoic acidFL/FR
 nonanoic acidFL/FR
2-nonanolFL/FR
 undecanoic acidFL/FR
yeasty
2-octen-4-oneFL/FR
 
For Flavor
 
No flavor group found for these
 acetaldehyde 1,3-octane diol acetalFL
 acetaldehyde diisoamyl acetalFL/FR
isoamyl 3-methyl thiopropionateFL
 benzyl methyl sulfideFL
(E,Z)-2,4-decadienal 
2,5-dimethyl-3-thiofuroyl furanFL
 ethyl 3-octenoateFL
 ethyl cyclohexyl carboxylateFL
(E,E)-2,4-heptadien-1-olFL
(Z)-3-hexenoic acidFL
5-methyl hexanoic acidFL
4-methyl valeric acidFL
2-methyl-3-,5 or 6-(furfuryl thio) pyrazineFL/FR
 prenyl hexanoateFL/FR
acidic
isobutyric acidFL/FR
alliaceous
 benzyl mercaptanFL
 dicyclohexyl disulfideFL
 tropical thiazoleFL/FR
balsamic
 phenethyl pivalateFL/FR
brown
1-hydroxy-2-butanoneFL/FR
burnt
 furfuryl alcoholFL
2-methyl quinoxalineFL
2,6-xylenolFL/FR
buttery
2,3-heptane dioneFL/FR
2-methyl valeric acidFL/FR
(E)-2-pentenoic acidFL
caramellic
 caramel furanoneFL
 cycloteneFL/FR
cheesy
 hexanoic acidFL/FR
cocoa
 cocoa hexenalFL/FR
coffee
 coffee difuranFL/FR
 coffee dioneFL/FR
 coffee pyrazineFL
 difurfuryl etherFL
 diisoamyl thiomalateFL
2,4-dimethyl thiazoleFL
 furfuryl mercaptanFL/FR
 methyl furfuryl disulfideFL/FR
2-thiophene thiolFL
corn chip
2-acetyl-2-thiazolineFL
creamy
 acetoin butyrateFL
 butyl butyryl lactateFL/FR
2-methyl-4-pentenoic acidFL
dairy
4-pentenoic acidFL
earthy
 difurfuryl sulfideFL
eggy
isopropyl mercaptanFL
ethereal
 ethyl formateFL/FR
fatty
 dimethyl sulfoxideFL
4-methyl nonanoic acidFL/FR
 nonanoic acidFL/FR
2,4-octadien-1-olFL
(E)-2-octenoic acidFL
fermented
 methyl thio isovalerateFL
floral
laevo-citronellolFL/FR
 citronellyl acetateFL/FR
 geranyl tiglateFL/FR
 methyl citronellateFL/FR
laevo-rose oxideFL/FR
 tropical iononeFL/FR
fruity
isoamyl propionateFL/FR
 citronellyl isobutyrateFL/FR
 cyclohexyl carboxylic acidFL/FR
 filbert hexenoneFL/FR
 furfuryl propionateFL
 geranyl hexanoateFL/FR
4-heptanoneFL/FR
 methyl 4-methyl valerateFL/FR
2-methyl butyl isovalerateFL/FR
2-methyl butyric acidFL/FR
 propyl formateFL/FR
 rhodinyl propionateFL/FR
 sorbyl butyrateFL/FR
fusel
2-methyl butyraldehydeFL/FR
green
2-isobutyl thiazoleFL/FR
(E)-citronellyl tiglateFL/FR
 dibutyl sulfideFL/FR
 diphenyl methaneFL/FR
 diphenyl oxideFL/FR
2-ethyl butyraldehydeFL
 geranium thiazoleFL/FR
1-hepten-3-olFL/FR
(E)-4-hexen-1-ol 
(Z)-4-hexen-1-olFL/FR
(E)-2-hexenalFL/FR
3-hexenalFL/FR
2-methyl-5-isopropyl pyrazineFL
1-penten-3-olFL/FR
(E)-2-pentenalFL/FR
(Z)-rose oxideFL/FR
meaty
 benzothiazoleFL/FR
2,6-dimethyl pyrazineFL/FR
 meaty dithianeFL/FR
2-methyl 3-(methyl thio) furanFL
2-methyl-3-tetrahydrofuran thiolFL
metallic
2,5-dihydroxy-1,4-dithianeFL
mustard
 furfuryl methyl etherFL
musty
 menthofuranFL/FR
2-methyl 5-(methyl thio) furanFL/FR
S-(methyl thio) butyrateFL/FR
nutty
2-acetyl furanFL/FR
3,5(6)-cocoa pyrazineFL
3,5-cocoa pyrazineFL/FR
2,3-dimethyl pyrazineFL/FR
4,5-dimethyl-2-ethyl-3-thiazolineFL/FR
 filbert heptenoneFL/FR
5-methyl quinoxalineFL/FR
2-methyl thio-3,5 or 6-methyl pyrazineFL/FR
 nutty quinoxalineFL/FR
2,3,5,6-tetramethyl pyrazineFL/FR
2,4,5-trimethyl thiazoleFL/FR
oily
2-methyl hexanoic acidFL/FR
onion
 furfuryl isopropyl sulfideFL
 methyl propyl disulfideFL
roasted
2-acetyl pyrazineFL/FR
 ethyl 3-(furfuryl thio) propionateFL
 furfuryl thioacetateFL/FR
sour
 butyric acidFL/FR
2,4-dimethyl-2-pentenoic acidFL
3-methyl valeric acidFL
sulfurous
 butyl mercaptanFL
 dimethyl sulfideFL/FR
 ethyl methyl mercaptopropionateFL/FR
 ethyl methyl sulfideFL
S-ethyl thioacetateFL
 fish thiolFL/FR
S-furfuryl thioformateFL/FR
 furfuryl thiopropionateFL
 methyl 4-(methyl thio) butyrateFL
S-methyl methioninium chloride 
 potato butanoneFL
2-thienyl mercaptanFL
 tropical 3-thiobutyrateFL/FR
sweet
 cyclohexyl acetic acidFL/FR
toasted
 acetyl propionylFL/FR
tomato
 methionalFL/FR
vegetable
1-furfuryl pyrroleFL/FR
 methyl 3-(methyl thio) propionateFL/FR
2-octen-4-oneFL/FR
waxy
2-methyl heptanoic acidFL/FR
2-nonanolFL/FR
 undecanoic acidFL/FR
 
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Potential Uses:
 almondFR
 cheeseFL
 cherryFR
 chickenFL
 coffeeFR
 fruit tropical fruitFL
 grapeFR
 greenFR
 tomatoFL
 vanillaFR
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Occurrence (nature, food, other): note
 allium cepa bulb
Search Trop  Picture
 hyacinthus orientalis absolute @ 0.01%
Data  GC  Search Trop  Picture
 lavender oil spike spain @ 0.002%
Data  GC  Search Trop  Picture
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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
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