Chemistry:But-3-enoic acid
From HandWiki
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3D model (JSmol)
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| EC Number |
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| 362641 | |
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| Properties | |
| C4H6O2 | |
| Molar mass | 86.090 g·mol−1 |
| Appearance | Clear light yellow liquid |
| Density | 1.013 g/mL |
| Melting point | −39 °C (−38 °F; 234 K) |
| Boiling point | 163 °C (325 °F; 436 K) |
| Well-soluble | |
| Hazards | |
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| GHS Signal word | Danger |
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| PP202Script error: No such module "Preview warning".Category:GHS errors, PP273Script error: No such module "Preview warning".Category:GHS errors, PP280Script error: No such module "Preview warning".Category:GHS errors, PP303Script error: No such module "Preview warning".Category:GHS errors, PP361Script error: No such module "Preview warning".Category:GHS errors, PP353Script error: No such module "Preview warning".Category:GHS errors, PP304Script error: No such module "Preview warning".Category:GHS errors, PP340Script error: No such module "Preview warning".Category:GHS errors, PP310Script error: No such module "Preview warning".Category:GHS errors, PP305Script error: No such module "Preview warning".Category:GHS errors, PP351Script error: No such module "Preview warning".Category:GHS errors, PP338Script error: No such module "Preview warning".Category:GHS errors | |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
But-3-enoic acid (or 3-butenoic acid) is a short-chain unsaturated carboxylic acid, with the linear formula CH
2=CHCH
2CO
2H.[2]
Synthesis
The acid is obtained via a reaction of allyl cyanide and concentrated hydrochloric acid. The mixture is gently heated with occasional shaking. The reaction produces a voluminous precipitate of ammonium chloride. Then water is introduced, and the upper acid layer is separated.[3]
Other methods are also known.[4][5]
Properties
The acid forms a clear light yellow liquid. Causes skin burns.[6]
The compound is well-soluble in water, ethanol, and diethyl ether.
Uses
The acid has been employed in preparing specialized coatings and complex organic compounds, including those involving Diels-Alder reactions.[1]
References
- ↑ 1.0 1.1 "134716 Sigma-Aldrich 3-Butenoic acid". Sigma Aldrich. https://www.sigmaaldrich.com/RU/en/product/aldrich/134716?srsltid=AfmBOorEUO56OqWsoCAma7Vz52Ig74unTh807CG1cS7mTeKDBrKqRrBO.
- ↑ "3-Butenoic acid" (in en). NIST. https://webbook.nist.gov/cgi/inchi/InChI%3D1S/C4H6O2/c1-2-3-4(5)6/h2H%2C1%2C3H2%2C(H%2C5%2C6).
- ↑ "Vinylacetic Acid". Organic Syntheses 24: 96. 1944. doi:10.15227/orgsyn.024.0096. https://orgsyn.org/demo.aspx?prep=cv3p0851. Retrieved 22 January 2026.
- ↑ (in en) Journal of the Chemical Society. Chemical Society (Great Britain). 1899. p. 736. https://books.google.com/books?id=z45rRmUlqBEC&dq=Vinylacetic+acid&pg=PA736. Retrieved 22 January 2026.
- ↑ (in en) Journal of the Chemical Society: Abstracts of papers. 1900. p. 8. https://books.google.com/books?id=CmTEdTOt-9AC&dq=Vinylacetic+acid&pg=PA8. Retrieved 22 January 2026.
- ↑ "Vinylacetic acid - Hazardous Agents | Haz-Map". haz-map.com. https://www.haz-map.com/Agents/21845.
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