Product Name

  • Name

    2-Acetylbutyrolactone

  • EINECS 208-235-2
  • CAS No. 517-23-7
  • Article Data32
  • CAS DataBase
  • Density 1.191 g/cm3
  • Solubility 310 g/L (20 °C) in water
  • Melting Point <25 °C
  • Formula C6H8O3
  • Boiling Point 253.078 °C at 760 mmHg
  • Molecular Weight 128.128
  • Flash Point 128.244 °C
  • Transport Information
  • Appearance Colorless to light yellow liquid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 517-23-7 (2-Acetylbutyrolactone)
  • Hazard Symbols IrritantXi
  • Synonyms Acetoaceticacid, 2-(2-hydroxyethyl)-, g-lactone (6CI,7CI);2-Acetyl-g-butyrolactone;2-Acetylbutanolide;2-Oxo-3-acetyltetrahydrofuran;3-Acetyl-4,5-dihydro-2(3H)-furanone;3-Acetyl-4,5-dihydrofuran-2-one;3-Acetyldihydro-2(3H)-furanone;3-Acetyldihydrofuran-2-one;3-Acetyltetrahydro-2-furanone;Dihydro-3-acetyl-2(3H)-furanone;NSC 2019;a-(2-Hydroxyethyl)acetoacetic acidg-lactone;a-Acetobutyrolactone;a-Acetyl-g-butyrolactone;a-Acetyl-g-hydroxybutyric acid g-lactone;a-Acetylbutyrolactone;
  • PSA 43.37000
  • LogP 0.13850

Synthetic route

α-acetyl-γ-butyrolactone sodium

α-acetyl-γ-butyrolactone sodium

A

acetamide
60-35-5

acetamide

B

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With ethyl hydrazine hydrochloride In methanol at 10 - 20℃; for 2h; Temperature;A 98.9%
B 98.29%
4-butanolide
96-48-0

4-butanolide

acetic acid methyl ester
79-20-9

acetic acid methyl ester

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
Stage #1: 4-butanolide; acetic acid methyl ester With sodium methylate In methanol at 45 - 90℃; under 750.075 Torr; for 10h; Inert atmosphere; Large scale;
Stage #2: With carbon dioxide In methanol; water at 0 - 35℃; under 6000.6 Torr; for 0.5h; Temperature; Pressure; Reagent/catalyst; Large scale;
96%
4-butanolide
96-48-0

4-butanolide

ethyl acetate
141-78-6

ethyl acetate

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With sodium ethanolate at 75℃; for 10h; Reflux;93%
Stage #1: 4-butanolide; ethyl acetate With sodium methylate at 50 - 100℃; for 5h; Autoclave;
Stage #2: With sulfuric acid at -5 - 5℃; for 5h; pH=6 - 7;
83%
With sodium at 80℃; for 8h; Mechanism;
4-butanolide
96-48-0

4-butanolide

acetaldehyde
75-07-0

acetaldehyde

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 60 - 95℃; under 750.075 - 7500.75 Torr; for 3.5h; Solvent; Temperature; Reagent/catalyst; Autoclave;79.31%
oxirane
75-21-8

oxirane

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at -5 - 0℃; for 50h;78%
With triethylamine In methanol at 5 - 95℃; under 1500.15 - 2250.23 Torr; for 2.15 - 5h; Product distribution / selectivity;40.4%
With N,N,N',N'-tetramethylguanidine In methanol at 5 - 65℃; under 1500.15 - 2250.23 Torr; for 1.15 - 6.18333h; Product distribution / selectivity;30.8%
4-butanolide
96-48-0

4-butanolide

acetic anhydride
108-24-7

acetic anhydride

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
Stage #1: 4-butanolide With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere;
Stage #2: acetic anhydride In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
42%
oxirane
75-21-8

oxirane

ethanol
64-17-5

ethanol

sodium ethyl acetylacetate enolate
1007476-32-5

sodium ethyl acetylacetate enolate

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

oxirane
75-21-8

oxirane

sodium ethyl acetylacetate enolate
1007476-32-5

sodium ethyl acetylacetate enolate

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With ethanol
ethanol
64-17-5

ethanol

sodium ethyl acetylacetate enolate
1007476-32-5

sodium ethyl acetylacetate enolate

2-chloro-ethanol
107-07-3

2-chloro-ethanol

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

oxirane
75-21-8

oxirane

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With sodium hydroxide 1.) water, EtOH, 0 deg C, 30 min, 2.) 0 - 5 deg C, 72 h; Yield given. Multistep reaction;
With sodium hydroxide; sulfuric acid In water; ethylene glycol
4-butanolide
96-48-0

4-butanolide

sodium ethanolate
141-52-6

sodium ethanolate

ethyl acetate
141-78-6

ethyl acetate

A

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

B

5-Hydroxy-2-pentanone
1071-73-4

5-Hydroxy-2-pentanone

C

ethyl 4-hydroxybutanoate
999-10-0

ethyl 4-hydroxybutanoate

D

ethyl 4-(acetyloxy)butanoate
25560-91-2

ethyl 4-(acetyloxy)butanoate

E

ethyl acetoacetate
141-97-9

ethyl acetoacetate

F

α-(2-Tetrahydrofuranylidene)-γ-butyrolactone
65652-24-6

α-(2-Tetrahydrofuranylidene)-γ-butyrolactone

Conditions
ConditionsYield
at 100℃; under 1064 Torr; for 0.5h; Product distribution; various molar ratio of the reagents, other temp., other pressure, other time;
4-butanolide
96-48-0

4-butanolide

acetyl chloride
75-36-5

acetyl chloride

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With 18-crown-6 ether 1.) THF, RT, 15 min, 2.) THF, RT, 3 h; Yield given. Multistep reaction;
3-<1-(N-phenylamino)-ethylidene>-4,5-dihydro-2(3H)-furanone
64620-59-3

3-<1-(N-phenylamino)-ethylidene>-4,5-dihydro-2(3H)-furanone

A

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
With water at 25℃; Rate constant; Mechanism;
D-Glucose
2280-44-6

D-Glucose

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With aluminium trichloride; Trioxane In methanol Dehydration; Heating;
4-butanolide
96-48-0

4-butanolide

ethyl acetate
141-78-6

ethyl acetate

A

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

B

acetoacetic acid ethyl ester and tetrahydro-<2,3'>bifuryliden-2'-one

acetoacetic acid ethyl ester and tetrahydro-<2,3'>bifuryliden-2'-one

Conditions
ConditionsYield
With sodium
hydrogenchloride
7647-01-0

hydrogenchloride

2-acetyl-2-(methylsulfanyl-methyl)-succinic acid diethyl ester
412012-07-8

2-acetyl-2-(methylsulfanyl-methyl)-succinic acid diethyl ester

A

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

B

3-methylene-4-oxopentanoic acid
89533-75-5

3-methylene-4-oxopentanoic acid

C

3--4-oxo-valeric acid

3--4-oxo-valeric acid

Conditions
ConditionsYield
10 h Erhitzen.;
4-butanolide
96-48-0

4-butanolide

C19H20ClNO4
1258864-02-6

C19H20ClNO4

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃;
4-butanolide
96-48-0

4-butanolide

acetaldehyde
75-07-0

acetaldehyde

ethyl acetate
141-78-6

ethyl acetate

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Conditions
ConditionsYield
With sodium carbonate at 44 - 80℃; for 8.66667h; Temperature; Autoclave;
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

allyl bromide
106-95-6

allyl bromide

3-(1-Hydroxy-1-methyl-but-3-enyl)-dihydro-furan-2-one

3-(1-Hydroxy-1-methyl-but-3-enyl)-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogenchloride; indium In methanol; water for 10h; Ambient temperature;100%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

3-(1-Hydroxy-1-methyl-but-3-enyl)-dihydro-furan-2-one

3-(1-Hydroxy-1-methyl-but-3-enyl)-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogenchloride; indium In methanol; water for 10h; Ambient temperature;100%
With tin In hydrogenchloride; methanol for 20h; Product distribution; Ambient temperature; other reagent, solvent, reaction time; also with allyl bromide;90%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

4-<1-(trimethylsiloxy)ethenyl>-5-(trimethylsiloxy)-2,3-dihydrofuran
133400-76-7

4-<1-(trimethylsiloxy)ethenyl>-5-(trimethylsiloxy)-2,3-dihydrofuran

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; for 1h;100%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

3-acetyl-3-chlorodihydrofuran-2(3H)-one
2986-00-7

3-acetyl-3-chlorodihydrofuran-2(3H)-one

Conditions
ConditionsYield
With chlorine at -10℃; for 5h; Temperature; Saturated gas;99.3%
With sulfuryl dichloride at 5 - 10℃; for 3h;99.1%
With chlorine In dichloromethane at -10℃; for 5h; Temperature; Reagent/catalyst; Flow reactor;99%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

α-acetyl-α-hydroxy-γ-butyrolactone
135366-64-2

α-acetyl-α-hydroxy-γ-butyrolactone

Conditions
ConditionsYield
With 3,3-dimethyldioxirane; nickel diacetate In water; acetone for 3.5h; Ambient temperature;99%
With 3,3-dimethyldioxirane In acetone at 20℃; for 72h;98%
With samarium (III) iodide; iodine In tetrahydrofuran; water at 25℃; for 12h; Catalytic behavior; Green chemistry;95%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

methyl vinyl ketone
78-94-4

methyl vinyl ketone

3-acetyl-3-(3-oxobutyl)-4,5-dihydrofuran-2(3H)-one
58623-81-7, 74627-02-4, 176101-57-8

3-acetyl-3-(3-oxobutyl)-4,5-dihydrofuran-2(3H)-one

Conditions
ConditionsYield
With silica gel In neat (no solvent) at 0 - 90℃; for 20h; Michael Addition;99%
NDEAP grafted on silica In water at 80℃; for 0.233333h; Michael addition; microwave irradiation;84%
With iron(III) chloride In dichloromethane at 20℃; Michael reaction;36%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

benzylamine
100-46-9

benzylamine

2-<1-(N-benzylamino)ethylidene>butyrolactone

2-<1-(N-benzylamino)ethylidene>butyrolactone

Conditions
ConditionsYield
With silica gel at 20℃; for 2h;99%
With β‐cyclodextrin In water at 20℃; for 1.5h; chemospecific reaction;96%
With cerium(III) chloride; tetrabutylammomium bromide at 20℃; for 0.0833333h;95%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

3-[1-[(trimethylsilyl)oxy]ethylidenyl]-4,5-dihydrofuran-2-one

3-[1-[(trimethylsilyl)oxy]ethylidenyl]-4,5-dihydrofuran-2-one

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃;99%
With triethylamine In benzene at 20℃; for 14h; Etherification;
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

(Z)-3-[1-(1-phenylethylamino)ethylidene]tetrahydro-2-furanone

(Z)-3-[1-(1-phenylethylamino)ethylidene]tetrahydro-2-furanone

Conditions
ConditionsYield
With silica gel at 20℃; for 3.5h;99%
at 23℃; for 4h;89%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

methylamine
74-89-5

methylamine

3-[1-Methylamino-eth-(Z)-ylidene]-dihydro-furan-2-one

3-[1-Methylamino-eth-(Z)-ylidene]-dihydro-furan-2-one

Conditions
ConditionsYield
With silica gel at 20℃; for 4h;99%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

2-(1-aminoethylidene)butyrolactone

2-(1-aminoethylidene)butyrolactone

Conditions
ConditionsYield
With ammonia; silica gel at 20℃; for 5h;99%
With ammonium acetate; tetraethoxy orthosilicate In ethanol Heating;98%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

C6H7BF2O3

C6H7BF2O3

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In toluene at 25℃; for 16h;99%
With boron trifluoride diethyl etherate In toluene at 25℃; for 24h;99%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

nitrostyrene
5153-67-3

nitrostyrene

3-acetyl-3-(-2-nitro-1-phenylethyl)dihydrofuran-2(3H)-one

3-acetyl-3-(-2-nitro-1-phenylethyl)dihydrofuran-2(3H)-one

Conditions
ConditionsYield
With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(2S)-dimethylamino-(1S)-phenylpropyl]thiourea In diethyl ether at 0℃; for 17h; nitro-Michael reaction; enantioselective reaction;99%
With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-((2-(dimethylamino)ethyl)-amino)cyclobut-3-ene-1,2-dione In toluene at 25℃; for 24h; Michael Addition; Inert atmosphere;87%
(3ξ,8α,9R)-cinchonan-6',9-diol In tetrahydrofuran at 20℃; for 0.5h; Product distribution / selectivity; Michael Condensation;
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 20℃; Michael Addition;
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 20℃; Michael Addition;
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

(Z)-3-[1-(2-aminophenylamino)ethylidene]dihydrofuran-2(3H)-one

(Z)-3-[1-(2-aminophenylamino)ethylidene]dihydrofuran-2(3H)-one

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;99%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

C6H7ClO3*ClH

C6H7ClO3*ClH

Conditions
ConditionsYield
With chlorine at 25 - 45℃; under 760.051 - 1520.1 Torr; for 2h; Temperature; Pressure; Concentration;98.6%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

C12H12N2O3
101561-12-0

C12H12N2O3

7-Benzoylamino-6-hydroxy-6,8-dimethyl-1-oxo-2-oxa-7-aza-spiro[4.4]non-8-ene-9-carboxylic acid methyl ester

7-Benzoylamino-6-hydroxy-6,8-dimethyl-1-oxo-2-oxa-7-aza-spiro[4.4]non-8-ene-9-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 0.1h; Ambient temperature;98%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

(-)-syn-(3R,1'R)-α-(hydroxyethyl)-γ-butyrolactone
155321-91-8

(-)-syn-(3R,1'R)-α-(hydroxyethyl)-γ-butyrolactone

Conditions
ConditionsYield
In N,N-dimethyl-formamide under 375030 Torr; Ambient temperature; Saccharomyces cerevisiae ML29;98%
In N,N-dimethyl-formamide at 26℃; for 24h; Yarrowia lipolytica Y5;95%
With nicotinic acid; ammonium sulfate; potassium dihydrogenphosphate; 5-hydroxy-6-methyl-3,4-pyridinedimethanol; D-glucose; D-myo-inositol; vitamin B1; boric acid; calcium (R)-pantothenate; magnesium sulfate; copper(II) sulfate; zinc(II) sulfate; potassium iodide; calcium chloride; manganese(ll) chloride; iron(II) chloride; biotin In ethanol; water at 29℃; for 96h; Yarrowia lipolytica PFL9CE;69%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

3-acetyl-2-oxotetrahydrofuran-3-propanoic acid methyl ester
280568-02-7

3-acetyl-2-oxotetrahydrofuran-3-propanoic acid methyl ester

Conditions
ConditionsYield
With polystyrene supported P1 iminophosphorane P-BEMP In tetrahydrofuran at 20℃; for 3h; Michael addition;98%
With sodium hydride In tert-butyl alcohol at 35℃; for 4h; Michael addition;96%
With 1,4-diaza-bicyclo[2.2.2]octane; water at 20℃; Michael addition;95%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

4-chloro-aniline
106-47-8

4-chloro-aniline

3-[(Z)-1-(4-chloro-anilino)-ethylidene]-dihydro-furan-2-one
64620-30-0

3-[(Z)-1-(4-chloro-anilino)-ethylidene]-dihydro-furan-2-one

Conditions
ConditionsYield
With cerium(III) chloride; tetrabutylammomium bromide at 20℃; for 0.0833333h;98%
With β‐cyclodextrin In water at 20℃; for 0.333333h; chemospecific reaction;95%
With tris(trifluoroacetato)bismuth(III); tetrabutylammomium bromide at 20℃; for 0.0833333h;93%
cerium(III) chloride In water at 20℃; for 0.0833333h;88%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

4,4'-oxydiphenylene diamine
101-80-4

4,4'-oxydiphenylene diamine

C24H24N2O5

C24H24N2O5

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 12h; Heating;98%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

3-amino-4,6-dimethylpyrazolo[3,4-b]pyridine
41601-44-9

3-amino-4,6-dimethylpyrazolo[3,4-b]pyridine

3-(2-hydroxyethyl)-2,8,10-trimethylpyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidin-4-ol
1220997-01-2

3-(2-hydroxyethyl)-2,8,10-trimethylpyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidin-4-ol

Conditions
ConditionsYield
In diphenylether at 220 - 225℃; for 0.25h;98%
1-Phenylprop-1-yne
673-32-5

1-Phenylprop-1-yne

3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

A

3-acetyl-3-(1-phenylallyl)dihydrofuran-2(3H)-one

3-acetyl-3-(1-phenylallyl)dihydrofuran-2(3H)-one

B

α-acetyl-α-(trans-cinnamyl)-γ-butyrolactone

α-acetyl-α-(trans-cinnamyl)-γ-butyrolactone

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; bis[2-(diphenylphosphino)phenyl] ether; ytterbium(III) triflate In 1,2-dichloro-ethane at 70℃; for 48h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube; diastereoselective reaction;A 98%
B n/a
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

Cyclopropyl methyl ketone
765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With sodium iodide at 192℃; under 4500.45 Torr; Reagent/catalyst; Temperature; Pressure;97.12%
Stage #1: 3-acetyl-2-oxo-4,5-dihydrofuran With hydrogenchloride In water at 100℃; for 2h;
Stage #2: With sodium hydroxide In water at 80 - 100℃; for 2h;
90.2%
With 1-methyl-pyrrolidin-2-one; sodium iodide at 170℃; for 3h;59%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

methyl 2-bromoacrylate
4519-46-4

methyl 2-bromoacrylate

methyl 1-methylene-6-oxo-2,7-dioxaspiro[4,4]nonane-3-carboxylate

methyl 1-methylene-6-oxo-2,7-dioxaspiro[4,4]nonane-3-carboxylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Ambient temperature;96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at -78 - -50℃; for 2h; domino Michael-O-alkylation;96%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

p-toluidine
106-49-0

p-toluidine

3-[(Z)-1-(4-toluidino)ethylidene]-dihydro-furan-2-one
64620-32-2

3-[(Z)-1-(4-toluidino)ethylidene]-dihydro-furan-2-one

Conditions
ConditionsYield
With β‐cyclodextrin In water at 20℃; for 1h; chemospecific reaction;96%
ammonium cerium(IV) nitrate at 20℃; for 1.16667h;95%
zirconium(IV) chloride at 20℃; for 0.5h;92%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

ethanolamine
141-43-5

ethanolamine

3-[1-(2-hydroxyethylamino)ethylidene]tetrahydrofuran-2-one

3-[1-(2-hydroxyethylamino)ethylidene]tetrahydrofuran-2-one

Conditions
ConditionsYield
With tris(trifluoroacetato)bismuth(III); tetrabutylammomium bromide at 20℃; for 0.166667h;96%
With β‐cyclodextrin In water at 20℃; for 1.33333h; chemospecific reaction;95%
With tris(trifluoroacetato)bismuth(III) In water at 20℃; for 10h;93%
With cerium(III) chloride; tetrabutylammomium bromide at 20℃; for 0.0833333h;92%
cerium(III) chloride In water at 20℃; for 0.166667h;85%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

(E)-2-bromo-β-nitrostyrene
65185-68-4

(E)-2-bromo-β-nitrostyrene

3-acetyl-3-(1-(2-bromophenyl)-2-nitroethyl)dihydrofuran-2(3H)-one

3-acetyl-3-(1-(2-bromophenyl)-2-nitroethyl)dihydrofuran-2(3H)-one

Conditions
ConditionsYield
With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-((2-(dimethylamino)ethyl)-amino)cyclobut-3-ene-1,2-dione In toluene at 25℃; for 24h; Michael Addition; Inert atmosphere;96%
3-acetyl-2-oxo-4,5-dihydrofuran
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

methyl iodide
74-88-4

methyl iodide

3-acetyl-3-methyl-dihydro-furan-2-one
1123-19-9, 112607-28-0, 112607-29-1

3-acetyl-3-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 16h; Large scale;95%
Stage #1: 3-acetyl-2-oxo-4,5-dihydrofuran With sodium methylate In benzene
Stage #2: methyl iodide Further stages.;
83%
With potassium carbonate In acetone80%

2-Acetylbutyrolactone Specification

The 2-Acetylbutyrolactone, with the CAS registry number 517-23-7, is also known as 3-Acetyldihydro-2(3H)-furanone. It belongs to the product categories of Ketone; Furan & Benzofuran; Carbonyl Compounds; Lactones; Organic Building Blocks; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals. Its EINECS registry number is 208-235-2. This chemical's molecular formula is C6H8O3 and molecular weight is 128.13. What's more, its IUPAC name is called 3-Acetyloxolan-2-one. It should be stored in a cool, dry and sealed place.

Physical properties about 2-Acetylbutyrolactone are: (1)ACD/LogP: -1.217; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.22; (4)ACD/LogD (pH 7.4): -1.22; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 5.19; (8)ACD/KOC (pH 7.4): 5.19; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.459; (14)Molar Refractivity: 29.388 cm3; (15)Molar Volume: 107.507 cm3; (16)Polarizability: 11.65×10-24cm3; (17)Surface Tension: 39.39 dyne/cm; (18)Density: 1.192 g/cm3; (19)Flash Point: 128.244 °C; (20)Enthalpy of Vaporization: 49.045 kJ/mol; (21)Boiling Point: 253.078 °C at 760 mmHg; (22)Vapour Pressure: 0.019 mmHg at 25 °C.

Preparation of 2-Acetylbutyrolactone: this chemical can be prepared by oxirane with acetoacetic acid methyl ester. This reaction needs reagent sodium hydroxide and solvents H2O, ethanol at temperature of -5 – 0 °C. The reaction time is 50 hours. The yield is 78 %.

2-Acetylbutyrolactone can be prepared by oxirane with acetoacetic acid methyl ester.

Uses of 2-Acetylbutyrolactone: (1) it is an important intermediate to synthesize vitamin B,3,4 - disubstituted pyridine and 5-(β-hydroxyethyl) -4- methyl-thiazole. (2) it is used to produce other chemicals. For example, it can react with methanol to get 2-methyl-4,5-dihydro-furan-3-carboxylic acid methyl ester. The reaction occurs with reagent hydrogen chloride and other condition of heating for 4 days. The yield is 19 %.

2-Acetylbutyrolactone can react with methanol to get 2-methyl-4,5-dihydro-furan-3-carboxylic acid methyl ester.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1OCCC1C(=O)C
(2) InChI: InChI=1S/C6H8O3/c1-4(7)5-2-3-9-6(5)8/h5H,2-3H2,1H3
(3) InChIKey: OMQHDIHZSDEIFH-UHFFFAOYSA-N

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