ethyl crotonate

General Material Information

Trivial Name	ethyl crotonate
Formula	C6 H10 O2
CAS Number	10544-63-5
FEMA Number	3486
ECHA Number	234-125-9
FDA UNII	Search
Beilstein Number	1720418
COE Number	2244
xLogP3-AA	1.30 (est)
NMR Predictor	External link
JECFA Food Flavoring	1806 ethyl trans-2-butenoate
FDA Patent	No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm	623-70-1 ; ETHYL CROTONATE
Synonyms	2-butenoic acid ethyl ester 2-butenoic acid, ethyl ester crotonic acid ethyl ester ethyl 2-butenoate ethyl but-2-enoate ethyl crotonate (T2 butenoate) ethyl-2-butenoate ethyl-crotonate FCC 2-Butenoic acid, ethyl ester Crotonic acid, ethyl ester NSC 4778

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Literature & References

	ethyl but-2-enoate
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	10544-63-5
Pubchem (cid):	12191
Pubchem (sid):	135018036
Pherobase:	View

Publications by Info
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
Publications by PubMed
Isolation and identification of host cues from mango, Mangifera indica, that attract gravid female oriental fruit fly, Bactrocera dorsalis.
Gas-phase oxidation of methyl crotonate and ethyl crotonate. kinetic study of their reactions toward OH radicals and Cl atoms.
Phospha-Michael additions to activated internal alkenes: steric and electronic effects.
Aroma volatiles recovered in the water phase of cashew apple (Anacardium occidentale L.) juice during concentration.
Effects of methanogenic inhibitors on methane production and abundances of methanogens and cellulolytic bacteria in in vitro ruminal cultures.
The role of an aromatic group in remote chiral induction during conjugate addition of alpha-sulfonylallylic carbanions to ethyl crotonate.
Enantioselective organocatalytic double Michael addition reactions.
Synthesis and characterization of zinc AP-MOCVD precursors and their utility in the growth of ZnO.
Gas-phase reactivity of the O=P(OCH3)2 + phosphonium ion towards alpha,beta-unsaturated esters in a quadrupole ion trap.
Synthesis of a novel plant growth promoter from gallic acid.
A modular and concise total synthesis of (+/-)-daurichromenic acid and analogues.
Synthesis of enantiomerically pure 2,2,3,4,5-pentasubstituted pyrrolidines by phenylsulfanyl migration.
Stereospecific substitution of enantiomerically pure 1-(2-pyridinyl)ethyl methanesulfonate with beta-dicarbony compounds.
Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate.
Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric-acid inhibiting activity.
Fluorinated retinoic acids and their analogues. 3. Synthesis and biological activity of aromatic 6-fluoro analogues.
[On the specifity and stereospecificity of the conversion of different 2,3-unsaturated acids by Clostridium kluyveri (author's transl)].
Substrate stereochemistry of the enoyl-CoA hydratase reaction.

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
HMDB (The Human Metabolome Database):	HMDB39581
FooDB:	FDB019204
YMDB (Yeast Metabolome Database):	YMDB01379
Export Tariff Code:	2916.19.7000
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Suppliers

Apple Flavor & Fragrance	BOC Sciences
CJ Latta & Associates	Diffusions Aromatiques
Ernesto Ventós	Godavari Biorefineries
Grau Aromatics	Indukern F&F
Inoue Perfumery	Kingchem Laboratories
Lluch Essence	SRS Aromatics
WholeChem	CJ Latta & Associates, LLC
Indukern, S.A. F&F Ingredients Division	Lluch Essence S.L.
SRS Aromatics Ltd	Ernesto Ventós S.A.
WholeChem, LLC

PhysChem Properties

Material listed in food chemical codex	Yes
Molecular weight	114.14409637451
Specific gravity	@ 20 °C
Pounds per Gallon	7.614 to 7.664
Refractive Index	1.423 to 1.428 @ 20 °C
Boiling Point	136 to 137°C @ 760 mm Hg
Acid Value	2 max KOH/g
Vapor Pressure	6.866 mmHg @ 25 °C
Flash Point TCC Value	2.22 °C TCC
logP (o/w)	1.806 est
Solubility
alcohol	Yes
water, slightly	Yes
water, 4259 mg/L @ 25 °C (est)	Yes
water	No

Organoleptic Properties

Odor Type: Fermented
pungent, fruity, acidic, estery, sharp, rummy, cognac, pineapple, meaty
General comment	At 10.00 % in dipropylene glycol. pungent fruity acrid ester
Mosciano, Gerard P&F 20, No. 6, 49, (1995)	Pungent, sharp, rum- and cognac-Iike, wth tinny, pineapple, fruity and meaty nuances
Flavor Type: Rummy
rummy, cognac, pungent, caramellic, fruity
Mosciano, Gerard P&F 20, No. 6, 49, (1995)	At 10.00 ppm. Rum, cognac and pungent with caramellic and fruity nuances

Occurrences

Potential Uses

Applications	flavor and fragrance agents
Odor purposes	Blueberry, Cherry, Citrus, Cucumber, Guava, Orange, Raspberry, Strawberry
Cosmetic purposes	Perfuming agents

Safety Information

Safety information

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 23 - Do not breath vapour. 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 36/37/39 - Wear suitable clothing, 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:
oral-rat LD50 3000 mg/kg Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. Vol. 34, Pg. 183, 1979.
Dermal Toxicity:
skin-guinea pig LD50 > 10 mL/kg Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.
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 ethyl crotonate usage levels up to:
	6.0000 % in the fragrance concentrate.

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: 10
Click here to view publication 10
		average usual ppm	average maximum ppm
baked goods:		-	20.70000
beverages(nonalcoholic):		-	3.00000
beverages(alcoholic):		-	4.00000
breakfast cereal:		-	-
cheese:		-	-
chewing gum:		-	-
condiments / relishes:		-	-
confectionery froastings:		-	16.10000
egg products:		-	-
fats / oils:		-	-
fish products:		-	-
frozen dairy:		-	8.40000
fruit ices:		-	8.40000
gelatins / puddings:		-	5.71000
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:		-	-