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| | 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 | | Odor | at 10.00 % in dipropylene glycol. pungent chemical diffusive sweet alliaceous caramel rum | | Odor Type | fermented | | biological source | synthetic | | Water Solubility | INSOLUBLE | | Merck | 14,2597 | | JECFA Number | 1806 | | BRN | 635834 | | Dielectric constant | 5.4（20℃） | | Stability: | Stable. Highly flammable. Incompatible with strong oxidizing agents. | | Major Application | flavors and fragrances | | InChI | 1S/C6H10O2/c1-3-5-6(7)8-4-2/h3,5H,4H2,1-2H3/b5-3+ | | InChIKey | ZFDIRQKJPRINOQ-HWKANZROSA-N | | SMILES | O(CC)C(=O)\C=C\C | | LogP | 1.85 | | CAS DataBase Reference | 623-70-1(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Butenoic acid, ethyl ester, (E)-(623-70-1) | | EPA Substance Registry System | 2-Butenoic acid, ethyl ester, (2E)- (623-70-1) |
| Hazard Codes | F,C,Xi | | Risk Statements | 11-34-36 | | Safety Statements | 16-26-36/37/39-45-9-33 | | RIDADR | UN 1862 | | WGK Germany | 2 | | RTECS | GQ3500000 | | TSCA | TSCA listed | | HazardClass | 3 | | PackingGroup | II | | HS Code | 29161980 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Eye Irrit. 2
Flam. Liq. 2 | | Toxicity | LD50 orally in Rabbit: 3000 mg/kg |
| | Ethyl crotonate Usage And Synthesis |
| Chemical properties | It 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.
| | Production | It is obtained from the esterification of crotonic acid and ethanol in the presence of concentrated sulfuric acid. | | Chemical Properties | colourless liquid | | Chemical Properties | Ethyl crotonate has a powerful, sour, caramellic-fruity odor. | | Occurrence | Reported 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. | | Uses | Ethyl crotonate is used as a solvent for cellulose esters as well as a plasticizer for acrylic resins. | | Uses | Ethyl 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. | | Uses | Solvent and softening agent, lacquers, organic
synthesis.
The commercial Ethyl crotonate, used in
flavor compositions, is a liquid.
It has a powerful and diffusive, sourcaramellic-fruity odor, reminiscent of unripe
berries.
This ester is used in imitation Strawberry,
occasionally also in Pineapple or other imitation fruit flavors.
The concentration used is generally very
low, classified as "traces" only. | | Preparation | By esterification of crotonic acid with ethyl alcohol in the presence of concentrated H2SO4. | | Definition | ChEBI: Ethyl crotonate is a fatty acid ester. | | Taste threshold values | Taste characteristics at 10 ppm: rum, cognac and pungent with caramellic and fruity nuances. | | General Description | Ethyl trans-2-butenoate is a volatile flavor compound found in fruits such as cashew apple, African star apple, naranjilla fruit and sweet passion fruit. | | Hazard | Flammable, dangerous fire risk. Strong irritant. | | Safety Profile | Moderately 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 Methods | Wash 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 |
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