ethyl crotonate
 
Notes:
Component of strawberry aroma, guava fruit and peel (Psidium guajava), pineapple, yellow passion fruit and other fruits. Also present in white wine and mussels. Flavouring ingredient
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      10544-63-5 Ethyl crotonate 95%
       
  • CJ Latta & Associates
    • CJ Latta & Associates, LLC
      Extensive Line
      Aromatic Chemicals and Organic Acids.
      CJ Latta & Associates is a distributor of specialty aromatics and organic acids used in the formulation of flavors and fragrance manufactured worldwide. We pride ourselves on our reputation for, fair pricing, quality and reliability. We’ve built our business on successfully sourcing and developing many challenging specialty chemicals and fine ingredients for our clients.
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      Product(s):
      ETHYL CROTONATE
       
  • Indukern F&F
  • Lluch Essence
    • Lluch Essence S.L.
      A family company dedicated to sales and distribution
      Flexibility, availability, price and quality.
      Flexibility, availability, price and quality make LLUCH ESSENCE S.L. one of Europe’s references when it comes to essential oils and aroma chemicals, and it is now well known all around the world.
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      ETHYL CROTONATE
       
  • SRS Aromatics
    • SRS Aromatics Ltd
      For over 25 years
      Bringing flavour and fragrance into your world.
      As suppliers / distributors of ingredients to the fragrance and flavour industries, our goal is to provide high quality materials at competitive prices with an exceptional level of service. Established in 1984, SRS Aromatics Ltd is an independent family owned business which has become very well-respected within the fragrance and flavour industry as a reliable and trustworthy partner. Over the years this has allowed the company to develop strong relationships with many global manufacturers; several of whom we represent in the UK. A core aim of our business is to work extremely closely with both our suppliers and customers to maximise service levels with minimum disruption to supply.
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      ETHYL CROTONATE FCC
       
Synonyms   Articles   Notes   Search
CAS Number: 10544-63-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 234-125-9
FDA UNII: Search
Beilstein Number: 1720418
CoE Number: 2244
XlogP3-AA: 1.30 (est)
Molecular Weight: 114.14410000
Formula: C6 H10 O2
NMR Predictor: Predict (works with chrome, Edge or firefox)
Also(can) Contains: ethyl (E)-2-crotonate
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
JECFA Food Flavoring: 1806  ethyl trans-2-butenoate
FEMA Number: 3486 ethyl trans-2-butenoate
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):623-70-1 ; ETHYL CROTONATE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed: Yes
Specific Gravity: 0.91400 to 0.92000 @  20.00 °C.
Pounds per Gallon - (est).: 7.614 to  7.664
Refractive Index: 1.42300 to 1.42800 @  20.00 °C.
Boiling Point: 136.00 to  137.00 °C. @ 760.00 mm Hg
Acid Value: 2.00 max. KOH/g
Vapor Pressure: 6.866000 mmHg @ 25.00 °C. (est)
Flash Point: 36.00 °F. TCC ( 2.22 °C. )
logP (o/w): 1.806 (est)
Soluble in:
 alcohol
 water, slightly
 water, 4259 mg/L @ 25 °C (est)
Insoluble in:
 water
Similar Items: note
allyl crotonate
isoamyl crotonate
apple crotonate
benzyl crotonate
butyl (E)-2-crotonate
citronellyl crotonate
cyclohexyl crotonate
dimethyl benzyl carbinyl crotonate
ethyl (E)-2-crotonate
fig crotonate
geranyl crotonate
heptyl crotonate
(Z)-3-hexen-1-yl (E)-crotonate
(E)-3-hexen-1-yl crotonate
hexyl (E)-crotonate
octyl crotonate
phenethyl crotonate
3-phenyl propyl crotonate
plum crotonate
isopropyl (E)-crotonate
propyl crotonate
isopropyl 3-methyl thiocrotonate
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: fermented
 
 pungent  fruity  acidic  estery  
Odor Description:
at 10.00 % in dipropylene glycol. 
pungent fruity acrid ester
 
 pungent  sharp  rummy  cognac  pineapple  fruity  meaty  
Odor Description:
Pungent, sharp, rum- and cognac-Iike, wth tinny, pineapple, fruity and meaty nuances
Mosciano, Gerard P&F 20, No. 6, 49, (1995)
 
 
Flavor Type: rummy
 
 rummy  cognac  pungent  caramellic  fruity  
Taste Description:
at 10.00 ppm.  
Rum, cognac and pungent with caramellic and fruity nuances
Mosciano, Gerard P&F 20, No. 6, 49, (1995)
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
Synonyms   Articles   Notes   Search   Top
Suppliers:
Apple Flavor & Fragrance
Ethyl crotonate
BOC Sciences
For experimental / research use only.
Ethyl crotonate 95%
CJ Latta & Associates
ETHYL CROTONATE
Diffusions Aromatiques
ETHYL CROTONATE
Ernesto Ventós
ETHYL CROTONATE
Godavari Biorefineries
Ethyl Crotonate
Grau Aromatics
ETHYL-CROTONATE FCC
NI, Kosher
Indukern F&F
ETHYL CROTONATE
Odor: ETHEREAL, POWERFUL, FRUITY
Inoue Perfumery
ETHYL CROTONATE
Kingchem Laboratories
ETHYL CROTONATE (T2 BUTENOATE)
Odor: Sweet, ethereal
Lluch Essence
ETHYL CROTONATE
Odor: FRUITY, GASSY
SRS Aromatics
ETHYL CROTONATE FCC
WholeChem
Ethyl crotonate
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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
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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 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 ppmaverage 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: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alpha,beta-unsaturated aldehydes and related substances used as flavor ingredients. View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 10544-63-5
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 12191
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 ethyl but-2-enoate
Chemidplus: 0010544635
EPA/NOAA CAMEO: hazardous materials
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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
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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
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
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
alcoholic
alcoholic
 fusel oilFL/FR
balsamic
isoamyl pyruvateFL/FR
buttery
isobutyl lactateFL/FR
 maltyl propionateFL/FR
 strawberry furanoneFL/FR
cheesy
 heptanoic acidFL/FR
citrus
bitter orange peel oil brazilFL/FR
ethereal
 decyl propionateFL/FR
 ethyl formateFL/FR
 ethyl nitrite 
 ethyl pyruvateFL/FR
 propyl formateFL/FR
fermented
isobutyl decanoateFL/FR
 butyl laevo-lactateFL/FR
 hexanal diethyl acetalFL/FR
3-methyl-1-pentanolFL/FR
floral
 ethyl hydrocinnamateFL/FR
 papaya isobutyrateFL/FR
fruity
isoamyl nonanoateFL/FR
isobutyl acetoacetateFL/FR
 cyclohexanone diethyl acetalFL/FR
 diethyl laevo-tartrateFL/FR
 ethyl (E)-3-hexenoateFL/FR
 ethyl 2-hexenoateFL/FR
 ethyl butyrateFL/FR
 ethyl heptanoateFL/FR
 ethyl propionateFL/FR
 farnesyl acetoneFL/FR
 fruity carboxylateFR
 geranyl acetoacetateFL/FR
4-heptanoneFL/FR
 methyl propionateFL/FR
2-phenyl propyl butyrateFL/FR
 prenyl formateFL/FR
 sorbyl butyrateFL/FR
 styryl acetateFL/FR
green
 butyl lactateFL/FR
(E)-2-hexen-1-yl formateFL/FR
(E)-2-hexen-1-yl valerateFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
 anthemis nobilis flower oil romanFL/FR
 clary sage concreteFL/FR
white cognac oilFL/FR
honey
 allyl phenyl acetateFL/FR
soapy
 ethyl undecanoateFL/FR
sulfurous
 grapefruit menthaneFL/FR
waxy
isoamyl laurateFL/FR
 butyl laurateFL/FR
 ethyl nonanoateFL/FR
 ethyl octanoateFL/FR
winey
 butyl angelateFL/FR
2-hexanolFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
isoamyl pyruvateFL/FR
2-amyl-5 or 6-keto-1,4-dioxaneFL
 butyl angelateFL/FR
isobutyl decanoateFL/FR
isobutyraldehyde propylene glycol acetalFL
 cyclohexanone diethyl acetalFL/FR
 decyl propionateFL/FR
 diethyl laevo-tartrateFL/FR
 ethyl 2-hexenoateFL/FR
 ethyl aconitateFL
 ethyl hydrocinnamateFL/FR
 ethyl nitrite 
 farnesyl acetoneFL/FR
 geranyl acetoacetateFL/FR
 hexanal diethyl acetalFL/FR
2-hexanolFL/FR
 prenyl formateFL/FR
 styryl acetateFL/FR
buttery
isobutyl lactateFL/FR
 butyl laevo-lactateFL/FR
caramellic
5-ethyl-3,4,5,6-tetramethyl cyclohexen-2-oneFL
 maltyl propionateFL/FR
 strawberry furanoneFL/FR
coffee
2-isopropyl pyrazineFL
earthy
1-hexen-3-yl acetateFL
ethereal
 ethyl formateFL/FR
fatty
isoamyl laurateFL/FR
fruity
isobutyl acetoacetateFL/FR
 ethyl (E)-3-hexenoateFL/FR
 ethyl butyrateFL/FR
 ethyl heptanoateFL/FR
 ethyl propionateFL/FR
 fusel oilFL/FR
4-heptanoneFL/FR
 methyl propionateFL/FR
bitter orange peel oil brazilFL/FR
 propyl formateFL/FR
 sorbyl butyrateFL/FR
fusel
white cognac oilFL/FR
green
 butyl lactateFL/FR
(E)-2-hexen-1-yl valerateFL/FR
4-methyl-2-pentenalFL
 papaya isobutyrateFL/FR
herbal
 anthemis nobilis flower oil romanFL/FR
 clary sage concreteFL/FR
honey
 allyl phenyl acetateFL/FR
rummy
 ethyl pyruvateFL/FR
(E)-2-hexen-1-yl formateFL/FR
spicy
2-phenyl propyl butyrateFL/FR
sulfurous
 grapefruit menthaneFL/FR
waxy
 butyl laurateFL/FR
 ethyl nonanoateFL/FR
 ethyl octanoateFL/FR
 ethyl undecanoateFL/FR
 heptanoic acidFL/FR
whiskey
3-methyl-1-pentanolFL/FR
winey
isoamyl nonanoateFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 blueberryFR
 cherryFR
 citrusFR
 cucumberFR
 guavaFR
 orangeFR
 raspberryFR
 strawberryFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 guava fruit
Search Trop  Picture
 michelia figo
Search Trop  Picture
 passion fruit yellow
Search Trop  Picture
 strawberry wild strawberry fruit
Search Trop  Picture
 wine white wine
Search  Picture
Synonyms   Articles   Notes   Search   Top
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
Synonyms   Articles   Notes   Search   Top
Articles:
Info: Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
PubMed: Isolation and identification of host cues from mango, Mangifera indica, that attract gravid female oriental fruit fly, Bactrocera dorsalis.
PubMed: Gas-phase oxidation of methyl crotonate and ethyl crotonate. kinetic study of their reactions toward OH radicals and Cl atoms.
PubMed: Phospha-Michael additions to activated internal alkenes: steric and electronic effects.
PubMed: Aroma volatiles recovered in the water phase of cashew apple (Anacardium occidentale L.) juice during concentration.
PubMed: Effects of methanogenic inhibitors on methane production and abundances of methanogens and cellulolytic bacteria in in vitro ruminal cultures.
PubMed: The role of an aromatic group in remote chiral induction during conjugate addition of alpha-sulfonylallylic carbanions to ethyl crotonate.
PubMed: Enantioselective organocatalytic double Michael addition reactions.
PubMed: Synthesis and characterization of zinc AP-MOCVD precursors and their utility in the growth of ZnO.
PubMed: Gas-phase reactivity of the O=P(OCH3)2 + phosphonium ion towards alpha,beta-unsaturated esters in a quadrupole ion trap.
PubMed: Synthesis of a novel plant growth promoter from gallic acid.
PubMed: A modular and concise total synthesis of (+/-)-daurichromenic acid and analogues.
PubMed: Synthesis of enantiomerically pure 2,2,3,4,5-pentasubstituted pyrrolidines by phenylsulfanyl migration.
PubMed: Stereospecific substitution of enantiomerically pure 1-(2-pyridinyl)ethyl methanesulfonate with beta-dicarbony compounds.
PubMed: Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate.
PubMed: Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric-acid inhibiting activity.
PubMed: Fluorinated retinoic acids and their analogues. 3. Synthesis and biological activity of aromatic 6-fluoro analogues.
PubMed: [On the specifity and stereospecificity of the conversion of different 2,3-unsaturated acids by Clostridium kluyveri (author's transl)].
PubMed: Substrate stereochemistry of the enoyl-CoA hydratase reaction.
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