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(E)-ethyl tiglate

Chemical Structure

General Material Information

Preferred name (E)-ethyl tiglate
Trivial Name Ethyl tiglate
Short Description ethyl trans-2-methylcrotonate
Formula C7 H12 O2
CAS Number 5837-78-5
FEMA Number 2460
Flavis Number 9.495
ECHA Number 227-425-6
FDA UNII 0MQ7E9082G
Nikkaji Number J107.434B
Beilstein Number 1720895
MDL MFCD00015183
COE Number 2185
xLogP3-AA 1.70 (est)
NMR Predictor External link
JECFA Food Flavoring 1824 (E)-ethyl tiglate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 5837-78-5 ; ETHYL TIGLATE
Synonyms
  • 2-butenoic acid, 2-methyl-, ethyl ester, (2E)-
  • 2-butenoic acid, 2-methyl-, ethyl ester, (E)-
  • crotonic acid, 2-methyl-, ethyl ester, (E)-
  • ethyl (2E)-2-methyl-2-butenoate
  • ethyl (2E)-2-methylbut-2-enoate
  • ethyl (E)-2-methyl crotonate
  • ethyl (E)-2-methyl-2-butenoate
  • ethyl (E)-2-methylbut-2-enoate
  • ethyl (E)-2-methylcrotonate
  • ethyl alpha-methyl crotonate
  • ethyl trans-2-methyl crotonate
  • ethyl trans-2-methyl-2-butanoate
  • ethyl trans-2-methyl-2-butenoate
  • ethyl trans-2-methylcrotonate
  • ethyl trans-2,3-dimethylacrylate
  • (E)-2-methyl crotonic acid ethyl ester
  • (E)-2-methyl-2-butenoic acid ethyl ester
  • (E)-2-methyl-but-2-enoic acid ethyl ester
  • tiglic acid ethyl ester
  • tiglic acid, ethyl ester
  • 2-Butenoic acid, 2-methyl-, ethyl ester, (2E)-
  • 2-Butenoic acid, 2-methyl-, ethyl ester, (E)-
  • Ethyl tiglate
  • Ethyl α-methylcrotonate
  • (E)-2-Methyl-2-butenoic acid ethyl ester
  • NSC 55278
  • (E)-Ethyl 2-methylbut-2-enoate
  • (E)-2-Methylbut-2-enoic acid ethyl ester

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C08487
HMDB (The Human Metabolome Database):HMDB38962
Export Tariff Code:2916.19.5050
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 128.1710357666
Specific gravity @ 25 °C
Pounds per Gallon 7.63 to 7.714
Refractive Index 1.43 to 1.439 @ 20 °C
Boiling Point 154 to 156°C @ 760 mm Hg
Boiling Point 55 to 57°C @ 15 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 4.269 mmHg @ 25 °C
Vapor Density 1
Flash Point TCC Value 44.44 °C TCC
logP (o/w) 2.225 est
Solubility
alcohol Yes
water, slightly Yes
water, 1289 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fruity
sweet, fruity, tutti frutti, tropical, berry, floral, caramellic
Odor strength high , recommend smelling in a 10.00 % solution or less
Substantivity 24 hour(s) at 100.00 %
Luebke, William tgsc, (1988) At 10.00 % in dipropylene glycol. sweet fruity tutti frutti tropical berry floral caramel
Flavor Type: Fruity
fruity, green, tropical, tutti frutti, berry, rummy
Luebke, William tgsc, (1988) Sweet fruity green tropical tutti frutti berry rummy
Sweet, green notes for fruits, especially strawberry and other berry flavors, pineapple and other tropical flavors. Sweet fruity, green notes

Occurrences

Potential Uses

Applications
Odor purposes Berry, Earth, Floral, Fungus, Herbal, Rose
Flavoring purposes Caramel, Mustard, Nut, Olive, Vegetable
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 10 - Flammable.
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 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
Food and Chemical Toxicology. Vol. 26, Pg. 321, 1988.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 321, 1988.

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 (E)-ethyl tiglate usage levels up to:
2.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 5.40 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.80 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3900 (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 ppmaverage maximum ppm
baked goods: -6.50000
beverages(nonalcoholic): -5.30000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -6.00000
fruit ices: -6.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -20.00000
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/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 7.0000035.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 5.0000025.00000
Edible ices, including sherbet and sorbet (03.0): 10.0000050.00000
Processed fruit (04.1): 7.0000035.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 5.0000025.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 20.00000100.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000

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):

Scientific Opinion on Flavouring Group Evaluation 95 (FGE.95): Consideration of aliphatic, linear or branched-chain saturated and unsaturated alcohols, aldehydes, acids and related esters evaluated by JECFA (69th meeting) structurally related to esters of branched- and straight-chain aliphatic saturated primary alcohols and of one secondary alcohol, and branched- and straight-chain unsaturated carboxylic acids evaluated by EFSA in FGE.05Rev1 (2008)
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):5837-78-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5281163
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 3272
WGK Germany:2
ethyl (E)-2-methylbut-2-enoate
Chemidplus:0005837785
RTECS:EM9252700 for cas# 5837-78-5