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(E)-benzyl tiglate

Chemical Structure

General Material Information

Preferred name (E)-benzyl tiglate
Trivial Name Benzyl tiglate
Short Description benzyl trans-2-methyl-2-butenoate
Formula C12 H14 O2
CAS Number 37526-88-8
FEMA Number 3330
Flavis Number 9.494
ECHA Number 253-544-8
FDA UNII 67UEP899RR
Nikkaji Number J184.208K
MDL MFCD00017279
COE Number 2184
xLogP3-AA 2.80 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 846 benzyl trans-2-methyl-2-butenoate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 37526-88-8 ; BENZYL TRANS-2-METHYL-2-BUTENOATE
Synonyms
  • benzyl (2E)-2-methylbut-2-enoate
  • benzyl (E)-2-methyl crotonate
  • benzyl (E)-2-methyl-2-butenoate
  • benzyl (E)-2-methylbut-2-enoate
  • benzyl (E)-2,3-dimethyl acrylate
  • benzyl trans-2-methyl crotonate
  • benzyl trans-2-methyl-2-butenoate
  • benzyl trans-2-methylcrotonate
  • benzyl trans-2,3-dimethyl acrylate
  • benzyl trans-2,3-dimethylacrylate
  • trans-2-butenoic acid, 2-methyl-, phenylmethyl ester
  • 2-butenoic acid, 2-methyl-, phenylmethyl ester, (2E)-
  • 2-butenoic acid, 2-methyl-, phenylmethyl ester, (E)-
  • 2-methyl-(E)-2-butenoic acid phenyl methyl ester
  • (E)-2-methyl-2-butenoic acid phenyl methyl ester
  • phenyl methyl (E)-2.methyl-2-butenoate
  • (E)- phenyl methyl 2-methyl-2-butenoate
  • phenylmethyl (2E)-2-methylbut-2-enoate
  • phenylmethyl (E)-2-methylbut-2-enoate
  • phenylmethyl 2-methyl-2-butenoate, (E)-
  • 2-Butenoic acid, 2-methyl-, phenylmethyl ester, (2E)-
  • 2-Butenoic acid, 2-methyl-, phenylmethyl ester, (E)-
  • Tiglic acid benzyl ester
  • Benzyl tiglate
  • NSC 69098

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
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB32177
FooDB:FDB009018
Export Tariff Code:2916.19.6000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 190.24197387695
Specific gravity @ 25 °C
Pounds per Gallon 8.562 to 8.604
Refractive Index 1.515 to 1.521 @ 20 °C
Acid Value 1 max KOH/g
Vapor Pressure 0.001 mmHg @ 20 °C
Flash Point TCC Value 110 °C TCC
logP (o/w) 3.036 est
Shelf life 36 months (or longer if stored properly.)
Solubility
alcohol Yes
ether Yes
water, 61.75 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Balsamic
balsamic, earthy, mushroom, vegetable, plastic, cortex, almond, nutty, sweet, cherry
Odor strength medium
Substantivity > 121 hour(s) at 100.00 %
Luebke, William tgsc, (2021) At 100.00 %. balsamic earthy mushroom vegetable plastic cortex almond nutty
Mosciano, Gerard P&F 17, No. 3, 57, (1992) Sweet, balsamic with a cherry / almond nuance
Flavor Type: Balsamic
balsamic, earthy, mushroom, vegetable, cortex, plastic, spicy, wasabi, nutty, almond
Luebke, William tgsc, (2021) Balsamic earthy mushroom vegetable cortex plastic spicy wasabi nutty
Mosciano, Gerard P&F 17, No. 3, 57, (1992) At 10.00 ppm. Balsamic, spice-like with a nutty almond note
Can be used in mushroom flavors and for various root vegetables. Musty, mushroom, vegetable notes

Occurrences

Potential Uses

Applications
Odor purposes Almond, Balsam, Cherry, Fungus, Gardenia, Grape, Melon, Peach, Rose
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
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.
Human Experience:
10% in petrolatum produced no irritation in humans.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
(Moreno, 1979d)

Dermal Toxicity:
Not determined
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)-benzyl tiglate usage levels up to:
5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.03 (μg/capita/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: 6
Click here to view publication 6
average usual ppmaverage maximum ppm
baked goods: -8.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -8.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
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: --

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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 20 (FGE.20): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical group 23
View page or View pdf

Flavouring Group Evaluation 54 (FGE.54)[1] - Consideration of benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters evaluated by EFSA in FGE.20 (2005) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 20, Revision 1 (FGE.20Rev1): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters from chemical group 23
View page or View pdf

Flavouring Group Evaluation 54, Revision 1 (FGE.54Rev1): Consideration of benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters evaluated by EFSA in FGE.20Rev1 (2009)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):37526-88-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :250096
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
benzyl (E)-2-methylbut-2-enoate
Chemidplus:0037526888