ChemicalBook--->CAS DataBase List--->517-23-7

517-23-7

517-23-7 Structure

517-23-7 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 ProductsBack 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

ABL(517-23-7).msds
Questions And AnswerBack 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]

  1. 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.
  2. 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.
  3. Horne, D. A.; Fugmann, B.; Yakushijin, K.; Buchi, G., A SYNTHESIS OF PILOCARPINE. J. Org. Chem. 1993, 58, 62-64.
  4. 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.
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

2-Acetylbutyrolactone(517-23-7)MS
2-Acetylbutyrolactone(517-23-7)1HNMR
2-Acetylbutyrolactone(517-23-7)13CNMR
2-Acetylbutyrolactone(517-23-7)IR1
2-Acetylbutyrolactone(517-23-7)IR2
2-Acetylbutyrolactone(517-23-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Acetylbutyrolactone, 99+%(517-23-7)
[Alfa Aesar]

alpha-Acetyl-gamma-butyrolactone, 98+%(517-23-7)
[Sigma Aldrich]

517-23-7(sigmaaldrich)
[TCI AMERICA]

alpha-Acetyl-gamma-butyrolactone,>98.0%(GC)(517-23-7)
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