Ethyl crotonate CAS 623-70-1

Introduction:Basic information about Ethyl crotonate CAS 623-70-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Ethyl crotonate Basic informationChemical properties Application Production

Product Name:Ethyl crotonate
Synonyms:ETHYL CROTONATE FOR SYNTHESIS;Ethyl Crotonate, 97+%;(E)-2-Butenoic acid ethyl ester;(e)-alpha-crotonicacidethyleste;(E)-CH3CH=CHCOOC2H5;(e)-crotonated’ethyl;alpha-Crotonic acid ethyl ester;Crotonate D'ethyle
CAS:623-70-1
MF:C6H10O2
MW:114.14
EINECS:210-808-7
Product Categories:C6 to C7;Carbonyl Compounds;Esters;organic synthesis intermediates;bc0001
Mol File:623-70-1.mol

Ethyl crotonate Chemical Properties

Melting point 37.22°C (estimate)
Boiling point 142-143 °C(lit.)
density 0.918 g/mL at 25 °C(lit.)
vapor density 3.9 (vs air)
vapor pressure 65 hPa (50 °C)
refractive index n20/D 1.424(lit.)
FEMA 3486 | ETHYL TRANS-2-BUTENOATE
Fp 36 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Liquid
color Clear colorless
Odorat 10.00 % in dipropylene glycol. pungent chemical diffusive sweet alliaceous caramel rum
Odor Typefermented
biological sourcesynthetic
Water Solubility INSOLUBLE
Merck 14,2597
JECFA Number1806
BRN 635834
Dielectric constant5.4(20℃)
Stability:Stable. Highly flammable. Incompatible with strong oxidizing agents.
Major Applicationflavors and fragrances
InChI1S/C6H10O2/c1-3-5-6(7)8-4-2/h3,5H,4H2,1-2H3/b5-3+
InChIKeyZFDIRQKJPRINOQ-HWKANZROSA-N
SMILESO(CC)C(=O)\C=C\C
LogP1.85
CAS DataBase Reference623-70-1(CAS DataBase Reference)
NIST Chemistry Reference2-Butenoic acid, ethyl ester, (E)-(623-70-1)
EPA Substance Registry System2-Butenoic acid, ethyl ester, (2E)- (623-70-1)

Safety Information

Hazard Codes F,C,Xi
Risk Statements 11-34-36
Safety Statements 16-26-36/37/39-45-9-33
RIDADR UN 1862 3/PG 2
WGK Germany 2
RTECS GQ3500000
TSCA TSCA listed
HazardClass 3
PackingGroup II
HS Code 29161980
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Irrit. 2
Flam. Liq. 2
ToxicityLD50 orally in Rabbit: 3000 mg/kg

Ethyl crotonate Usage And Synthesis

Chemical propertiesIt appears as colorless to pale yellow liquid with the boiling point of 136 ° C and flash point of 22 ° C. It exhibits strong acid coke and fruit aroma with the incense of rum and ether.
The natural products exist in apples, papaya, strawberries, rums, wines and cocoa.
Application
  • It as allowable food spices. Mainly used for the preparation of fruit wine flavor.
  • Used as the intermediate of organic synthesis, solvents, paint softener.
ProductionIt is obtained from the esterification of crotonic acid and ethanol in the presence of concentrated sulfuric acid.
Chemical Propertiescolourless liquid
Chemical PropertiesEthyl crotonate has a powerful, sour, caramellic-fruity odor.
OccurrenceReported found in Fragaria vesca. Also reported found in guava fruit, guava peel, pineapple, white wine,yellow passion fruit, fresh mango, naranjilla fruit, mussel, loganberry, apple, papaya, concord grape, strawberry, rum, cocoa, plum,kiwifruit and other natural sources.
UsesEthyl crotonate is used as a solvent for cellulose esters as well as a plasticizer for acrylic resins.
UsesEthyl Crotonate is a synthetic flavoring agent that is a moderately stable, colorless to light yellow liquid of sharp winey note. it should be stored in glass, tin, or resin-lined containers. it is used in fruit flavors for application in baked goods, beverages, and candy at 2–7 ppm.
UsesSolvent and softening agent, lacquers, organicsynthesis.
The commercial Ethyl crotonate, used inflavor compositions, is a liquid.It has a powerful and diffusive, sourcaramellic-fruity odor, reminiscent of unripeberries.This ester is used in imitation Strawberry,occasionally also in Pineapple or other imitation fruit flavors.The concentration used is generally verylow, classified as "traces" only.
PreparationBy esterification of crotonic acid with ethyl alcohol in the presence of concentrated H2SO4.
DefinitionChEBI: Ethyl crotonate is a fatty acid ester.
Taste threshold valuesTaste characteristics at 10 ppm: rum, cognac and pungent with caramellic and fruity nuances.
General DescriptionEthyl trans-2-butenoate is a volatile flavor compound found in fruits such as cashew apple, African star apple, naranjilla fruit and sweet passion fruit.
HazardFlammable, dangerous fire risk. Strong irritant.
Safety ProfileModerately toxic by ingestion and probably by inhalation. A skin , mucous membrane, and severe eye irritant. Very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use foam, CO2, or dry chemical. See also ESTERS. When heated to decomposition it emits acrid smoke and fumes.
Purification MethodsWash it with aqueous 5% Na2CO3, then with saturated aqueous CaCl2, dry it with CaCl2 and distil it. [Beilstein 2 IV 1500.]

Ethyl crotonate Preparation Products And Raw materials

Raw materialsAcetic acid, 2-bromo-2-(trimethylsilyl)-, ethyl ester-->Thiiranecarboxylic acid, 3-methyl-, ethyl ester, trans- (9CI)-->Ethyl 3-hydroxybutyrate-->ethyl 3-(ethylthio)butyrate-->TRANS-2-BUTENAL DIETHYL ACETAL-->Crotonic acid-->p-Tolualdehyde-->Ethyl 4-bromobutyrate-->Triethyl phosphonoacetate
Preparation Products4-CHLORO-2-METHYLQUINOLINE-->Hymexazol-->Pirimicarb-->2-Methylsuccinic acid-->VINCLOZOLIN-->4-HYDROXY-2-METHYLQUINOLINE-->(Z)-2-Butenoic acid ethyl ester-->ETHYL GERANATE
Ethyl chrysanthemumate CAS 97-41-6
Ethyl diazoacetate CAS 623-73-4
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