Identification | More | [Name]
2-Acetylbutyrolactone | [CAS]
517-23-7 | [Synonyms]
2-ACETOBUTANOATE-4-LACTONE 2-ACETYL-4-BUTANOLIDE 2-ACETYLBUTYROLACTONE 2-ACETYL-GAMA-BUTYROLACTONE 2-ACETYL-GAMMA-BUTYROLACTONE 3-acetyl-dihydro-2(3h)-furanone 3-ACETYL-DIHYDRO-FURAN-2-ONE 3-Acetyloxolane-2-one ABL ACETYLBUTYROLACTONE AKOS BBS-00004292 AKOS NCG-0049 ALPHA-ACETYL-GAMMA-BUTYROLACTONE ALPHA-ACETYL-GAMMA-HYDROXYBUTYRIC ACID LACTONE OMEGA-ACETYL-GAMMA-BUTYROLACTONE -(-2-Hydroxyethyl)acetoaceticacid-lactone 2-Acetyl-4-hydroxybutyric acid gamma-lactone 2-Acetylbutyrolacton 2-Oxo-3-acetyltetrahydrofuran 3-Acetyl-2-(3H)-4,-5-dihydrofuranone | [EINECS(EC#)]
208-235-2 | [Molecular Formula]
C6H8O3 | [MDL Number]
MFCD00005394 | [Molecular Weight]
128.13 | [MOL File]
517-23-7.mol |
Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [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 | [Stability:]
Stable. Incompatible with strong oxidizing agents, strong bases. | [Water Solubility ]
310 g/L (20 ºC) | [Detection Methods]
GC,NMR | [Merck ]
14,83 | [BRN ]
112676 | [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]
517-23-7(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
1
| [RTECS ]
LU3456000 | [TSCA ]
Yes | [HS Code ]
29322980 |
Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium hydroxide-->Ethyl acetoacetate-->ETHYLENE OXIDE-->Acetyl ketene-->Vinyl acetate-->Gamma Butyrolactone-->Methyl acetoacetate-->METHANE | [Preparation Products]
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one-->Thiamine chloride-->Fursultiamine-->2-(4-Aminopentyl(ethyl)amino)ethanol-->3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one-->Paliperidone Impurity 4-->5-[ethyl(2-hydroxyethyl)amino]pentan-2-one-->1H-Pyrazole-1-carboximidamide,2,5-dihydro-4-(2-hydroxyethyl)-3-methyl-5-oxo-(9CI)-->7-HYDROXY-3-(2-HYDROXYETHYL)-4-METHYL-2H-CHROMEN-2-ONE-->4-(2-HYDROXYETHYL)-5-METHYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE |
Questions And Answer | Back Directory | [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.
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Hazard Information | Back Directory | [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. | [Definition]
ChEBI: 3-Acetyldihydro-2(3H)-furanone is a gamma-lactone. | [Flammability and Explosibility]
Notclassified |
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