Ethyl propiolate
- CAS No.
- 623-47-2
- Chemical Name:
- Ethyl propiolate
- Synonyms
- Ethyl prop-2-ynoate;EPL;Ethyl propargylate;Ethyl 2-propynoate;Ethyl propynoate;PropioL;HC≡CCO2C2H5;Ethyl propinate;ETHYL PROPIOLATE;EthylPropiolate>
- CBNumber:
- CB8116565
- Molecular Formula:
- C5H6O2
- Molecular Weight:
- 98.1
- MDL Number:
- MFCD00009184
- MOL File:
- 623-47-2.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 9°C |
|---|---|
| Boiling point | 120 °C (lit.) |
| Density | 0.968 g/mL at 25 °C (lit.) |
| refractive index |
n |
| Flash point | 74 °F |
| storage temp. | 2-8°C |
| solubility | Miscible with alcohol. |
| form | Liquid |
| Specific Gravity | 0.968 |
| color | Clear colorless to pale yellow |
| Water Solubility | miscible |
| Merck | 14,3846 |
| BRN | 878250 |
| Dielectric constant | 7.0 |
| InChI | 1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3 |
| InChIKey | FMVJYQGSRWVMQV-UHFFFAOYSA-N |
| SMILES | CCOC(=O)C#C |
| CAS DataBase Reference | 623-47-2(CAS DataBase Reference) |
| FDA UNII | W235G5U52S |
| NIST Chemistry Reference | Ethyl propiolate(623-47-2) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H226-H315-H319-H335 | |||||||||
| Precautionary statements | P210-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter | |||||||||
| Hazard Codes | Xi,F | |||||||||
| Risk Statements | 10-36/37/38-36-11 | |||||||||
| Safety Statements | 26-36-37/39-16-33-29-24-23 | |||||||||
| RIDADR | UN 3272 3/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HazardClass | 3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29161980 | |||||||||
| Storage Class | 3 - Flammable liquids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3 |
|||||||||
| REACH Registrations | Active | |||||||||
| Limited Quantities | 1.0 L (0.3 gallon) (liquid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
Ethyl propiolate price More Price(80)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | E46607 | Ethyl propiolate 99% | 623-47-2 | 5g | $61.5 | 2026-04-30 | Buy |
| Sigma-Aldrich | E46607 | Ethyl propiolate 99% | 623-47-2 | 25g | $156 | 2026-04-30 | Buy |
| TCI Chemical | P0529 | Ethyl Propiolate >98.0%(GC) | 623-47-2 | 5mL | $44 | 2026-04-30 | Buy |
| TCI Chemical | P0529 | Ethyl Propiolate >98.0%(GC) | 623-47-2 | 25mL | $174 | 2026-04-30 | Buy |
| Usbiological | 274722 | Ethyl propiolate ≥99%(GC) | 623-47-2 | 25g | $305 | 2026-06-03 | Buy |
Ethyl propiolate Chemical Properties, Uses, Production
Chemical Properties
Ethyl propiolate is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.
Uses
In organic synthesis; peptide coupling reagent.
Uses
Ethyl propiolate is used as a precursor in the preparation of substituted anthraquinones and pyrazolo[1,5-a]pyridine, which exhibits anti-inflammatory activity. Further, it is employed in the synthesis of benzene-1,2,3,5-tetracarboxylates promoted by triphenylphosphine. Its halogenated derivatives are used as a substrate for direct, asymmetric alkynylation of cyclic beta-ketoesters using chiral phase-transfer catalysts.
Uses
Halogenated derivatives were used as substrates for direct, asymmetric alkynylation of cyclic -ketoesters using chiral phase-transfer catalysts. Also employed in a one-pot , four-component synthesis of benzene-1,2,3,5-tetracarboxylates promoted by Ph3P.
Definition
ChEBI: Ethyl propiolate is the ethyl ester of prop-2-ynoic acid. It is a ynoate ester, a terminal acetylenic compound and an ethyl ester.
Hazard
Flammable; lachrymator.
Synthesis
64-17-5
471-25-0
623-47-2
The general procedure for the synthesis of ethyl propargylate from ethanol and propargylate was as follows: propargylate (310 μL, 5 mmol; Alfa Aesar, Ward Hill, MA; Catalog No. A13245) was dissolved in 13 mL of ethanol to form a colorless solution, followed by the slow addition of concentrated sulfuric acid (139 μL, 2.5 mmol) to this solution. The reaction mixture was heated to reflux for 24 hours. Upon completion of the reaction, the reaction was quenched with 13 mL of water followed by extraction with dichloromethane (10 mL; three times). The organic phases were combined, washed sequentially with water (10 mL; three times) and brine (10 mL), and then dried with anhydrous Na2SO4 (Thermo Fisher Scientific, Pittsburgh, PA; catalog number S421-3). The solvent was removed by distillation under reduced pressure to give the light yellow oily product ethyl propiolate (177 mg, 36% yield). The product was characterized by 1H NMR (400 MHz, CDCl3, δ): 4.26 (q, 3JH-H = 7.1 Hz, CH2, 2H), 2.92 (s, C≡CH, 1H), 1.33 (t, 3JH-H = 7.2 Hz, CH3, 3H).
References
[1] Journal of the American Chemical Society, 1988, vol. 110, p. 3965
[2] Patent: US2016/264506, 2016, A1. Location in patent: Paragraph 0035
[3] Chemische Berichte, 1926, vol. 59, p. 1689
[4] Nippon Kagaku Zasshi, 1956, vol. 77, p. 1689,1691
[5] Chem.Abstr., 1959, p. 5163
Ethyl propiolate Preparation Products And Raw materials
Raw materials
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Preparation Products
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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Established by Hangzhou Boman Biochem Tech Co., Ltd | 13588048971 | sales@bomanbiochem.com | China | 491 | 58 |
| Wuhan Nuobiguo Biotechnology Co., Ltd. | 15972140806 15972140806 | 3850656479@qq.com | China | 294 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 |
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View Latest Price from Ethyl propiolate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-16 | Ethyl propiolate
623-47-2
|
1kg | 98% | 1000kg | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2025-06-20 | Ethyl propiolate
623-47-2
|
1KG | 98% | 5MT/Month | Hebei Yanxi Chemical Co., Ltd. | ||
 |
2025-04-04 | Ethyl propiolate
623-47-2
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. |
-
- Ethyl propiolate
623-47-2
- $0.00
- 98%
- Shaanxi Dideu New Materials Co. Ltd
-
- Ethyl propiolate
623-47-2
- $0.00
- 98%
- Hebei Yanxi Chemical Co., Ltd.
-
- Ethyl propiolate
623-47-2
- 98%
- Henan Aochuang Chemical Co.,Ltd.
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