2(5H)-Furanone supplier | CasNO.497-23-4

Name
2(5H)-Furanone
EINECS 207-839-3
CAS No. 497-23-4
Article Data150
CAS DataBase
Density 1.209 g/cm³
Solubility Immiscible with water.
Melting Point 4-5 °C(lit.)
Formula C₄H₄O₂
Boiling Point 203.7 °C at 760 mmHg
Molecular Weight 84.0746
Flash Point 87.3 °C
Transport Information
Appearance COA
Safety 26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Crotonicacid, 4-hydroxy-, g-lactone (6CI,7CI);2-Buten-4-olide;2-Butenoic acid,4-hydroxy-, g-lactone;2-Oxo-2,5-dihydrofuran;4-Hydroxy-2-butenoic acid lactone;5-Oxo-2,5-dihydrofuran-3-yl ester;Isocrotonolactone;g-Hydroxycrotonic acid lactone;
PSA 26.30000
LogP 0.09940

Synthetic route

: 6117-80-2
1,4-butenediol

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With 5 wt% Pd nanoparticles loaded on phosphate anion exchanged [Mg6Al2(OH)16]CO3*xH2O; air at 50℃; under 760.051 Torr; for 6h; Reagent/catalyst; Irradiation;	100%
With Celite; silver carbonate In benzene for 2h; Heating;	78%
With allyl methyl carbonate; dihydridotetrakis(triphenylphosphine)ruthenium In toluene for 6h; Heating;	77%
at 30℃; for 24h; Nocardia corallina B-276;	50%
With sodium hydrogencarbonate; sodium carbonate at 20℃; for 3h; anodic oxidation on PbO2;

: (E/Z)-trimethylsilyl 4-bromo-2-butenoate

A: 2857-97-8
trimethylsilyl bromide

B: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
at 140 - 170℃; for 1h;	A 98% B 80%

η-allylcarboxylatoruthenium(II) complex RuC3H4CO2(P(C6H4-p-Cl)3)2(CO): η-allylcarboxylatoruthenium(II) complex RuC3H4CO2(P(C6H4-p-Cl)3)2(CO)

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With bromine In dichloromethane Ambient temperature;	93%

: 625-38-7
but-3-enoic acid

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
Stage #1: but-3-enoic acid With Oxalyl bromide; dimethyl sulfoxide In dichloromethane at -10 - 20℃; Inert atmosphere; Stage #2: With potassium carbonate In dichloromethane; water for 6h;	92%
With ammonium iodide; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid In 2,2,2-trifluoroethanol; acetonitrile at 20℃; for 24h;	63%
With [bis(acetoxy)iodo]benzene; lithium bromide In methanol at 20℃; for 1h;	60%

: 821-11-4, 6117-80-2, 110-64-5
1,4-butenediol

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With oxygen In toluene at 80℃; for 2.5h;	91%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 22℃; for 6h; Reagent/catalyst;	80%
With [{Cu2(5-phenyl-2,8-bis(6′-bipyridinyl)-1,9,10-anthyridine)-(μ-ClO4)2}(PF6)2]; dihydrogen peroxide; sodium acetate In water at 70℃; for 12h;	63%

: 19444-84-9
3-hydroxyoxolan-2-one

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With sulfuric acid; acetic anhydride at 0℃; for 0.25h;	90%
Stage #1: 3-hydroxyoxolan-2-one With sulfuric acid; acetic anhydride at 0℃; for 0.25h; Stage #2: With dmap at 100℃; for 3h;	90%

η-allylcarboxylatoruthenium(II) complex RuC3H4CO2(PPh3)2(CO): η-allylcarboxylatoruthenium(II) complex RuC3H4CO2(PPh3)2(CO)

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With bromine In dichloromethane Ambient temperature;	86%

: 7093-88-1
2,5-diacetoxy-2,5-dihydrofuran

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With hydrogenchloride In water; acetone at 20℃; for 12h;	86%

: 332-77-4
2,5-dihydro-2,5-dimethoxyfuran

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With hydrogenchloride In water; acetone at 20℃; for 16h;	84%
With trimethylsilyl bromide In dichloromethane at 20℃;

: 20295-21-0
2-ethoxy-2,5-dimethyl-2,5-dihydrofuran

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With sulfuric acid In water; acetone at 20℃; for 12h;	82%

: 20295-22-1
2,5-diisopropyl-2,5-dihydrofuran

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With nitric acid In water; acetone at 20℃; for 12h;	81%

: 20295-23-2
2,5-n-butoxy-2,5-dihydrofuran

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With phosphoric acid In water; acetone at 20℃; for 12h;	79%

: 3040-38-8
Acetyl-L-carnitine

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
In acetonitrile for 24h; Heating;	77%

: 542-69-8
1-iodo-butane

: 61550-02-5
(furan-2-yloxy)-trimethylsilane

: 2966-50-9
silver trifluoroacetate

A: 30336-14-2
5-butylfuran-2(5H)-one

B: 367-64-6
n-butyl trifluoroacetate

C: 18688-70-5
4-oxo-octanoic acid butyl ester

D: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
In dichloromethane 1.) -78 deg C, 2.) to 10 deg C, 4 h; Further byproducts given. Title compound not separated from byproducts;	A 76% B n/a C 3% D n/a

...Expand

: 61550-02-5
(furan-2-yloxy)-trimethylsilane

: 2966-50-9
silver trifluoroacetate

A: 30336-14-2
5-butylfuran-2(5H)-one

B: 367-64-6
n-butyl trifluoroacetate

C: 497-23-4
2-buten-4-olide

D: 124083-30-3
3-butylfuran-2(3H)-one

Conditions

Conditions	Yield
With 1-iodo-butane In dichloromethane 1.) -78 deg C, 2.) to 10 deg C, 4 h; Further byproducts given. Title compound not separated from byproducts;	A 76% B n/a C n/a D n/a

...Expand

: 201230-82-2
carbon monoxide

: 37428-57-2, 71065-45-7, 37428-50-5
(Z)-3-iodoprop-2-en-1-ol

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With potassium carbonate; hydrazine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 25℃; under 760 Torr; for 72h;	76%

: 2,5-bis(2-hydroxyethoxy)-2,5-dihydrofuran

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With acetic acid In water; acetone at 20℃; for 12h;	73%

: 54144-98-8
α-phenylsulfinyl-γ-butyrolactone

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
In neat (no solvent) at 120℃; under 0.05 - 0.1 Torr; for 2h;	72%

: 201230-82-2
carbon monoxide

: 74-86-2
acetylene

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With hexarhodium hexadecacarbonyl; water; triethylamine In 1,4-dioxane at 50℃; under 76000 Torr; for 5h;	71%

: 98-01-1
furfural

A: 497-23-4
2-buten-4-olide

B: 110-16-7
maleic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid In water at 60℃; for 24h; Green chemistry;	A 71% B 11%
With dihydrogen peroxide; potassium bromide; potassium hydroxide In water at 100℃; for 3h; Concentration;	A 7.1% B 51.9%

: 98-01-1
furfural

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With niobium(V) acetate tetrahydrate; dihydrogen peroxide In water at 60℃; for 84h;	64%
With formic acid; water; dihydrogen peroxide; sodium sulfate In ethyl acetate at 260℃; under 760.051 Torr; for 2.5h; Solvent; Reagent/catalyst;	62%
With 2-(N,N-dimethylamino)ethanol; formic acid; dihydrogen peroxide; sodium sulfate In dichloromethane; water at 20℃; for 15h; Inert atmosphere;	58%

: 5244-34-8
2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With pyridine; toluene-4-sulfonic acid In methanol	63%

: 98-01-1
furfural

A: 110-15-6
succinic acid

B: 497-23-4
2-buten-4-olide

C: 110-16-7
maleic acid

Conditions

Conditions	Yield
With formic acid; dihydrogen peroxide; sodium sulfate In water; ethyl acetate at 59.84℃; for 3h; Kinetics; Solvent; Reagent/catalyst; Temperature; Concentration;	A 8.5% B 61.5% C 6.7%
With potassium chloride; dihydrogen peroxide; potassium hydroxide In water at 100℃; for 3h; Reagent/catalyst;	A 24.2% B 10.4% C 41.2%
With formic acid; dihydrogen peroxide; sodium sulfate In water at 59.84℃; for 3h; Kinetics; Solvent; Reagent/catalyst;	A 38.3% B 12.8% C 17.3%

...Expand

: 584-02-1
2-pentanol

: 15667-21-7
D-erythronolactone

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With methyltrioxorhenium(VII) at 155℃; for 2.5h; Inert atmosphere;	57%

: 760-93-0
methacryloyl anhydride

: 5469-16-9, 58081-05-3, 131432-37-6, 7331-52-4
(3S)-hydroxy-γ-butyrolactone

A: γ-butyrolactone-3-yl methacrylate

B: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol; sodium carbonate In toluene at 50℃; for 4h; Reagent/catalyst;	A 55% B 21%

...Expand

: 33282-42-7
4-bromomethyl-β-lactone

: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With silver nitrate In acetic acid Heating;	53%
With silver nitrate In acetic acid Heating; other γ-bromo β-lactones;	53%

: 201230-82-2
carbon monoxide

: 74-86-2
acetylene

A: 96-48-0
4-butanolide

B: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With water; triethylamine; (acetylacetonato)dicarbonylrhodium (l) In 1,4-dioxane at 20 - 120℃; under 2700.27 - 186019 Torr; for 2h;	A 22% B 52%
With water; triethylamine; (acetylacetonato)dicarbonylrhodium (l) In 1,4-dioxane at 20 - 120℃; under 2700.27 - 186019 Torr; for 2h;

...Expand

: 50768-69-9
5-hydroxydihydrofuran-2(3H)-one

A: 497-23-4
2-buten-4-olide

B: 107-02-8
acrolein

Conditions

Conditions	Yield
at 300℃; under 760.051 Torr; for 3h; Reagent/catalyst; Temperature; Inert atmosphere;	A 51.4% B n/a

: 104323-16-2
3(S)-amino-γ-butyrolactone·hydrobromide

A: 5469-16-9, 7331-52-4, 58081-05-3, 131432-37-6
4-Hydroxy-dihydro-furan-2-on

B: 497-23-4
2-buten-4-olide

Conditions

Conditions	Yield
With sodium nitroprusside; potassium carbonate	A 50% B 17%

: 123-75-1
pyrrolidine

: 497-23-4
2-buten-4-olide

: 4-pyrrolidin-1-yl-dihydrofurran-2-one

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	100%
In chloroform-d1 at 26.9℃; addition of bicyclic chiral guanidinium salts; reaction half life; other solvent;
With complex receptor In chloroform

: 120-57-0
piperonal

: 497-23-4
2-buten-4-olide

: 83318-94-9
(3,4-dimethoxybenzyl)(phenyl)sulfane

: 118535-07-2, 118626-85-0, 118711-47-0
3-(3'',4''-dimethoxy-α-phenylthiobenzyl)-2-(α-hydroxy-3',4'-methylenedioxybenzyl)-γ-butyrolactone

Conditions

Conditions	Yield
	100%
With n-butyllithium 1.) THF, -78 deg C, 3 h; 2.) THF, -78 deg C, 40 min; 3.) THF, -78 deg C, 90 min; Yield given. Multistep reaction;

...Expand

: 497-23-4
2-buten-4-olide

: 100-46-9
benzylamine

: 127560-92-3
(R,S)-4-benzylamino-4,5-dihydro-2(3H)-furanone

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	100%
In methanol at 0℃; for 24h;	60%
In methanol at 0℃; for 24h;	50%

: 497-23-4
2-buten-4-olide

: 67-63-0
isopropyl alcohol

: 42867-48-1
4-(1-hydroxy-1-methylethyl)tetrahydrofuran-2-one

Conditions

Conditions	Yield
for 13h; Inert atmosphere; Irradiation;	100%
With bis(p-methoxyphenyl)methanone UV-irradiation;	94%
With bis(p-methoxyphenyl)methanone for 0.166667h; UV-irradiation; Continuous-flow microreactor; Inert atmosphere; diastereoselective reaction;	100 %Spectr.

: 497-23-4
2-buten-4-olide

: 96-48-0
4-butanolide

Conditions

Conditions	Yield
With hydrogen In methanol under 26252.6 Torr; for 2h; Reagent/catalyst; Autoclave;	99%
With 0.5% palladium on silica gel; hydrogen In methanol at 80℃; under 26252.6 Torr; Catalytic behavior; Kinetics; Reagent/catalyst; Autoclave;	92.6%
With Ni#NiO; hydrogen In ethanol at 80℃; under 22502.3 Torr; for 1h; Reagent/catalyst; Autoclave;	86.6%

: (E)-3-(4-chlorophenyl)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)prop-2-en-1-one

: 497-23-4
2-buten-4-olide

: (S)-5-((S)-1-(4-chlorophenyl)-3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-oxopropyl)furan-2(5H)-one

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine In tetrahydrofuran at -40℃; for 24h; enantioselective reaction;	99%

: (E)-3-(2-bromophenyl)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)prop-2-en-1-one

: 497-23-4
2-buten-4-olide

: (S)-5-((S)-1-(2-bromophenyl)-3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-oxopropyl)furan-2(5H)-one

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine In tetrahydrofuran at -40℃; for 24h; enantioselective reaction;	99%

: 227305-67-1
(3-(2-methoxyethoxy)phenyl)boronic acid

: 497-23-4
2-buten-4-olide

: 4-(3-(2-methoxyethoxy)phenyl)dihydrofuran-2(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In 1,4-dioxane at 100℃; for 1h; Reagent/catalyst; Microwave irradiation;	99%

: C24H23NOS

: 497-23-4
2-buten-4-olide

: 1638616-36-0
(R)-N,N-dibenzyl-3-(2-methoxyphenyl)-3-((S)-5-oxo-2,5-dihydrofuran-2-yl)propanethioamide

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N-Methyldicyclohexylamine; (R)-segphos In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; stereoselective reaction;	98%

: C23H20FNS

: 497-23-4
2-buten-4-olide

: 1638616-38-2
(R)-N,N-dibenzyl-3-(4-fluorophenyl)-3-((S)-5-oxo-2,5-dihydrofuran-2-yl)propanethioamide

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N-Methyldicyclohexylamine; (R)-segphos In tetrahydrofuran at 20℃; for 6h; Inert atmosphere; stereoselective reaction;	98%

: 497-23-4
2-buten-4-olide

: N,N-dimethylthiocrotonic amide

: 1638616-44-0
(S)-N,N-dimethyl-3-((R)-5-oxo-2,5-dihydrofuran-2-yl)butanethioamide

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N-Methyldicyclohexylamine; (R)-segphos In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; stereoselective reaction;	98%

: (E)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-phenylprop-2-en-1-one

: 497-23-4
2-buten-4-olide

: (S)-5-((S)-3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-oxo-1-phenylpropyl)furan-2(5H)-one

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine In tetrahydrofuran at -40℃; for 3h; enantioselective reaction;	98%

: 2016-57-1
1-aminodecane

: 497-23-4
2-buten-4-olide

: 104053-25-0
N-Decyl-3-decylamino-4-hydroxy-butyramide

Conditions

Conditions	Yield
	97%
In acetonitrile for 24h; Reflux;	68%

: 111-68-2
1-Heptylamine

: 497-23-4
2-buten-4-olide

: 182740-75-6
N-heptyl-3-heptylamino-4-hydroxybutanamide

Conditions

Conditions	Yield
In chloroform for 24h;	97%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 497-23-4
2-buten-4-olide

: 171201-21-1
(furan-2-yloxy)triisopropylsilane

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	97%
With N-ethyl-N,N-diisopropylamine In dichloromethane 0 deg C to r.t.;	95%
With triethylamine In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;	94%

: 497-23-4
2-buten-4-olide

: 100-46-9
benzylamine

: 169677-08-1
3-benzylamino-4-hydroxy-N-benzylbutanamide

Conditions

Conditions	Yield
In chloroform for 24h;	97%

: C9H11NS2

: 497-23-4
2-buten-4-olide

: 1638616-41-7
(S)-N,N-dimethyl-3-((S)-5-oxo-2,5-dihydrofuran-2-yl)-3-(thiophen-2-yl)propanethioamide

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N-Methyldicyclohexylamine; (R)-segphos In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; stereoselective reaction;	97%

: (E)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-(4-fluorophenyl)prop-2-en-1-one

: 497-23-4
2-buten-4-olide

: (S)-5-((S)-3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-1-(4-fluorophenyl)-3-oxopropyl)furan-2(5H)-one

Conditions

Conditions	Yield
With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine In tetrahydrofuran at -40℃; for 24h; enantioselective reaction;	97%

: 497-23-4
2-buten-4-olide

: 75-04-7
ethylamine

: 104053-23-8
N-Ethyl-3-ethylamino-4-hydroxy-butyramide

Conditions

Conditions	Yield
Heating;	96%

: 497-23-4
2-buten-4-olide

: 109-73-9
N-butylamine

: 104053-24-9
N-butyl-3-butylamino-4-hydroxybutanamide

Conditions

Conditions	Yield
In chloroform for 24h;	96%
Heating;	94%

: 497-23-4
2-buten-4-olide

: N,N-dimethylthiocinnamic amide

: 1638616-31-5
(R)-N,N-dimethyl-3-((S)-5-oxo-2,5-dihydrofuran-2-yl)-3-phenylpropanethioamide

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N-Methyldicyclohexylamine; (R)-segphos In tetrahydrofuran at 20℃; for 12h; Catalytic behavior; Reagent/catalyst; Time; Inert atmosphere; stereoselective reaction;	96%

: 497-23-4
2-buten-4-olide

: 204439-58-7
(4S,5S)-2-[N-(2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl)(methyl)amino]-2-(4-methoxyphenyl)acetonitrile

: 870-63-3
prenyl bromide

: (S)-[((4S,5S)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-methyl-amino]-(4-methoxy-phenyl)-[(3R,4S)-4-(3-methyl-but-2-enyl)-5-oxo-tetrahydro-furan-3-yl]-acetonitrile

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -30℃; for 4h;	95%

...Expand

: 497-23-4
2-buten-4-olide

: 107-11-9
1-amino-2-propene

: N-Allyl-3-allylamino-4-hydroxy-butyramide

Conditions

Conditions	Yield
In chloroform for 24h;	95%

: 497-23-4
2-buten-4-olide

: triisopropylsilyl trifluoromethanesulfonate

: 171201-21-1
(furan-2-yloxy)triisopropylsilane

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h; Etherification; Aromatization;	95%

: 3243-36-5
(1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde

: 497-23-4
2-buten-4-olide

: C20H30O3

Conditions

Conditions	Yield
Stage #1: 2-buten-4-olide With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; Stage #2: (1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde In dichloromethane at -78℃; for 2h; Further stages.;	95%

: 497-23-4
2-buten-4-olide

: 98-80-6
phenylboronic acid

: 1008-73-7, 68844-05-3, 93601-84-4, 68844-04-2
(R)-4-phenyl-4,5-dihydrofuran-2(3H)-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (R,R)-(+)-1,4-dimethyl-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; potassium hydroxide In methanol; dichloromethane at 20℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	95%
With chlorobis(ethylene)rhodium(I) dimer; (1R,4R,7R)-N-(tert-butyl)-7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-diene-2-carboxamide In water; toluene at 100℃; for 16h; Reagent/catalyst; Inert atmosphere; enantioselective reaction;	85%
With chlorobis(ethylene)rhodium(I) dimer; (R)-[6,6'-bis(bis(4-(trifluoromethyl)phenyl)phosphino)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine]; potassium hydroxide In water; toluene at 20℃; for 18h; Hayashi-Miyaura reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	77%

: 497-23-4
2-buten-4-olide

: 491-30-5
1-isoquinolone

: (6aR,6bR,9aR,9bS)-6,6a,6b,7-tetrahydrofuro[3',4':3,4]cyclobuta[1,2-c]isoquinoline-5,9(9aH,9bH)-dione

Conditions

Conditions	Yield
With (-)-(1S,5S,7R)-1,5,7-Trimethyl-7-(5',6',7',8'-tetrahydro-1'-oxa-3'-azacyclopenta[b]naphthalene-2'-yl)-3-azabicyclo[3.3.1]nonan-2-one In toluene at -75℃; for 2h; Inert atmosphere; Schlenk technique; Irradiation; enantioselective reaction;	95%
With C22H28N2O2 In toluene at -75℃; Inert atmosphere; Irradiation; enantioselective reaction;

2(5H)-Furanone Chemical Properties

Molecule structure of Butenolide (CAS NO.497-23-4):

IUPAC Name: 2H-Furan-5-one
Molecular Weight: 84.07336 g/mol
Molecular Formula: C₄H₄O₂
Density: 1.208 g/cm³
Melting Point: 4-5 °C(lit.)
Boiling Point: 203.7 °C at 760 mmHg
Flash Point: 214 °F
Index of Refraction: 1.48
Molar Refractivity: 19.78 cm³
Molar Volume: 69.5 cm³
Surface Tension: 38.8 dyne/cm
Enthalpy of Vaporization: 44 kJ/mol
Vapour Pressure: 0.273 mmHg at 25 °C
Storage Temp.: 2-8 °C
XLogP3: -0.6
H-Bond Acceptor: 2
Exact Mass: 84.021129
MonoIsotopic Mass: 84.021129
Topological Polar Surface Area: 26.3
Heavy Atom Count: 6
Canonical SMILES: C1C=CC(=O)O1
InChI: InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2
InChIKey: VIHAEDVKXSOUAT-UHFFFAOYSA-N
EINECS: 207-839-3
Product Categories of Butenolide (CAS NO.497-23-4): Heterocycles

2(5H)-Furanone Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: LU3453000
F: 8-10
Hazard Note: Irritant
HS Code: 29322980

2(5H)-Furanone Specification

Butenolide (CAS NO.497-23-4) is also named as 2-Buten-4-olide ; 2-Butenoic acid gamma-lactone ; 2-Butenoic acid, 4-hydroxy-, gamma-lactone ; 2-Butenoic acid-gamma-lactone ; 2-Butenolide ; 2-Oxo-2,5-dihydrofuran ; 4-Hydroxy-2-butenoic acid lactone ; 4-Hydroxycrotonic acid gamma-lactone ; 5-17-09-00112 (Beilstein Handbook Reference) ; BRN 0383585 ; CCRIS 5722 ; Isocrotonolactone ; NSC 197009 ; alpha,beta-Crotonolactone ; delta,alpha,beta-Butenolide ; gamma-Crotolactone ; gamma-Hydroxycrotonic acid lactone .

Product Name

2(5H)-Furanone

Synthetic route

2(5H)-Furanone Chemical Properties

2(5H)-Furanone Safety Profile

2(5H)-Furanone Specification

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