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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.
[biological source]

human
[Water Solubility ]

310 g/L (20 ºC)
[Detection Methods]

GC,NMR
[Merck ]

14,83
[BRN ]

112676
[Specific Activity]

717-971nmol/min·mg
[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
[Biological Activity]

ABL1 protooncogene encodes a cytoplasmic and nuclear protein tyrosine kinase th at has been implicated in processes of cell differentiationcell divisioncell adhesionand stress response. Activity of ABL protein is negatively regulated by its SH3 domain and deletion of the SH3 domain turns ABL1 into an oncogene. Translocation and head-to-tail fusion of the BCR and ABL1 genes is present in many cases of chronic myelogeneous leukemia. The DNA-binding activity of the ubiquitously expressed ABL1 tyrosine kinase is regulated by CDK1-mediated phosphorylationsuggesting a cell cycle function for ABL1.
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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