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| 2-Acetylbutyrolactone Chemical Properties |
| Melting point | <25 °C | | Boiling point | 107-108 °C5 mm Hg(lit.) | | density | 1.19 g/mL at 25 °C(lit.) | | vapor pressure | 0.131Pa at 20℃ | | refractive index | n20/D 1.459(lit.) | | Fp | >230 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | 200g/l | | form | Liquid | | pka | 12.00±0.20(Predicted) | | color | Clear | | Water Solubility | 310 g/L (20 ºC) | | Merck | 14,83 | | BRN | 112676 | | Stability: | Stable. Incompatible with strong oxidizing agents, strong bases. | | LogP | -0.43 at 22℃ | | CAS DataBase Reference | 517-23-7(CAS DataBase Reference) | | NIST Chemistry Reference | 2(3H)-Furanone, 3-acetyldihydro-(517-23-7) | | EPA Substance Registry System | 2(3H)-Furanone, 3-acetyldihydro- (517-23-7) |
| 2-Acetylbutyrolactone Usage And Synthesis |
| Description | It is an important intermediate involved in the synthesis of chemical and pharmaceutical products such as vitamin B, 3,4-substituted pyridine, 5-(2-Hydroxyethyl)-4-methylthiazole. In presence of 2-acetylbutyrolactone, reaction of tert-butyl isocyanide with dialkyl acetylenedicarboxylates leads to the formation of dialkyl (E)-2-{(tert-butylamino)[2-oxo-4,5-dihydro-3(2H)-furanylidene]methyl}-2-butenedioates.1 Moreover, reaction of 2-acetylbutyrolactone with thiosemicarbazide and 3-(2-bromo-acetyl)-chromen-2-one in anhydrous ethanol produced 3-{2-[5-hydroxyl-4-(2-hydroxyl-ethyl)-3-methyl-pyrazol-1-yl]-thiazol-4-yl}-chromen-2-one in good yields.2 In addition, 2-acetylbutyrolactone can also function as the raw material for synthesizing pilocarpine that is a leading therapeutic agent for the treatment of narrow and wide angle glaucoma.3 Besides, this chemical can also act as a fluorogenic reagent in the quantitative spectrofluorometric determination of primary amines, which has been demonstrated to be equally accurate and precise as the officially or other reported methods.4
| | Reference |
- Asghari, S.; Mohammadi, L., Reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates in the presence of 2-acetylbutyrolactone. Synthesis of functionalized alpha-methylene-gamma-butyrolactones. Tetrahedron Lett. 2006, 47, 4297-4299.
- Rao, V. R.; Kumar, P. V., Facile one-pot synthesis of 3-{25-hydroxy-4-(2-hydroxy-ethyl)-3-methyl-pyrazol-1-yl -thiazol-4-yl} -chromen-2-ones via a three-component reaction. Synth. Commun. 2006, 36, 2157-2161.
- Horne, D. A.; Fugmann, B.; Yakushijin, K.; Buchi, G., A SYNTHESIS OF PILOCARPINE. J. Org. Chem. 1993, 58, 62-64.
- Sabry, S. M., Application of 2-acetylbutyrolactone to spectrofluorinietry: Fluorescence properties of Schiff bases derived from 2-acetylbutyrolactone and spectrofluorimetric determination of primary amine-containing compounds. J. Pharm. Biomed. Anal. 2006, 40, 1057-1067.
| | Chemical Properties | Colorless to light yellow liqui | | Uses | An intermediate in the synthesis of 2,4-disubstituted pyridines. A fluorogenic reagent for the spectrofluorimetric determination of primary amines. | | Uses | In synthesis of 3,4-disubstituted pyridines; of 5-(b-hydroxethyl)-4-methylthiazole. | | Flammability and Explosibility | Notclassified |
| 2-Acetylbutyrolactone Preparation Products And Raw materials |
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