Chemistry:Maleamic acid
From HandWiki
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| Properties | |
| C4H5NO3 | |
| Molar mass | 115.088 g·mol−1 |
| Appearance | white solid |
| Melting point | 158–161 °C (316–322 °F; 431–434 K) |
| Hazards | |
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P304+340, P305+351+338, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Maleamic acid is an organic compound with the formula HO
2CCH=CHC(O)NH
2. It is the amide formed by reaction of maleic anhydride with ammonia. It is a colorless solid.[1] Maleamic acid is the product of the action of the enzyme maleimide hydrolase.
Related compounds
A variety of maleamic acids are known. Commonly they are prepared by the reaction of an amine with maleic anhydride.[2]
Aside from maleic anhydride, other common cyclic anhydrides (and imides) undergo ring-opening to give amido carboxylic acids. Succinic anhydride gives succinamic acid (HO
2CCH
2CH
2C(O)NH
2), citraconic anhydride gives two isomers of citraconamic acid (HO
2CCH
2CH(CH
3)C(O)NH
2 and HO
2CCH(CH
3)CH
2C(O)NH
2), and phthalimide gives phthalamidic acid (HO
2CC
6H
4C(O)NH
2).[3]
References
- ↑ Hood, David K. (2024). "Maleic Anhydride, Maleic Acid, and Fumaric Acid". Kirk-Othmer Encyclopedia of Chemical Technology. pp. 1–51. doi:10.1002/0471238961.1301120506051220.a01.pub3. ISBN 978-0-471-48494-3.
- ↑ Mehta, Nariman B.; Phillips, Arthur P.; Lui, (MRS.) Florence FU; Brooks, Ronald E. (1960). "Maleamic and Citraconamic Acids, Methyl Esters, and Imides". The Journal of Organic Chemistry 25 (6): 1012–1015. doi:10.1021/jo01076a038.
- ↑ Hargreaves, Michael K.; Pritchard, J. G.; Dave, H. R. (1970). "Cyclic Carboxylic Monoimides". Chemical Reviews 70 (4): 439–469. doi:10.1021/cr60266a001.
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