2H-Pyran-2-one supplier | CasNO.504-31-4

Name
ALPHA-PYRONE
EINECS 207-990-5
CAS No. 504-31-4
Article Data30
CAS DataBase
Density 1.192 g/cm³
Solubility
Melting Point 8-9 °C
Formula C₅H₄O₂
Boiling Point 207.5 °C at 760 mmHg
Molecular Weight 96.0856
Flash Point 89.2 °C
Transport Information
Appearance Clear yellow to brown liquid
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1,2-Pyrone(4CI);2,4-Pentadienoic acid, 5-hydroxy-, d-lactone;2-Pyranone;2-Pyrone;2H-Pyran, 2-oxo-;Coumalin;
PSA 30.21000
LogP 0.63980

Synthetic route

: 53646-72-3
5-bromo-5,6-dihydro-2H-pyran-2-one

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
With triethylamine In toluene at 5 - 40℃;	89%
With triethylamine for 0.5h; Dehydrobromination; Heating;	70%
With triethylamine Yield given;

: 25566-16-9
hexane-3,4-cis-diol-2,5-dione

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
With sodium dihydrogenphosphate; sodium hydroxide In acetic acid butyl ester; water at 80℃; for 12h;	79.7%

: 19978-32-6
3-bromo-2H-pyran-2-one

: 15681-48-8
lithium dimethylcuprate

A: 31678-73-6
3-methyl-2H-pyran-2-one

B: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
In diethyl ether at -78℃; for 2h; Yields of byproduct given;	A 5% B n/a

...Expand

: 672-67-3
2-oxo-2H-pyran-6-carboxylic acid

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
With copper

: 500-05-0
2H-pyran-2-one-5-carboxylic acid

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
With copper at 650℃; under 5 Torr;

: 1192-27-4
5-diazo-1,3-cyclopentadiene

A: 504-31-4
pyran-2-one

B: 13177-38-3
cyclopentadienone

C: 4729-01-5
cyclopentadienylidene

D: 39763-18-3
(Z)-5-Oxo-penta-2,4-dienal

E: Dioxirane

Conditions

Conditions	Yield
With oxygen at -253.2℃; Mechanism; Irradiation; other temperatures, different λ, reaction with (18)O(16)O and (18)O2;

...Expand

: 1192-27-4
5-diazo-1,3-cyclopentadiene

A: 504-31-4
pyran-2-one

B: 13177-38-3
cyclopentadienone

C: 39763-18-3
(Z)-5-Oxo-penta-2,4-dienal

Conditions

Conditions	Yield
With oxygen In solid matrix at -253.2℃; Product distribution; Mechanism; Irradiation; further with <18O>O2;

...Expand

: 19192-82-6
tricyclo<23,6.1.1.0>pyran-2-one

A: 504-31-4
pyran-2-one

B: 1120-53-2
1,3-cyclobutadiene

Conditions

Conditions	Yield
at 620℃;

: 69528-36-5, 127642-28-8
exo-4,5-epoxy-exo-10-oxatricyclo<5.2.1.02,6>deca-8-en-3-one

A: 504-31-4
pyran-2-one

: 68781-88-4, 129076-58-0
4,5-epoxy-2-cyclopentenone

Conditions

Conditions	Yield
under 0.04 Torr; for 1.5h; flash vacuum thermolysis; T1 75 deg C / T2 375 deg C; Yield given;

: 88766-67-0
cyclopentadienone O-oxide

A: 504-31-4
pyran-2-one

B: 13177-38-3
cyclopentadienone

C: 39763-18-3
(Z)-5-Oxo-penta-2,4-dienal

D: 68781-88-4
cyclopentadienone oxide

Conditions

Conditions	Yield
Mechanism; Irradiation;

...Expand

mercuro salt of/the/ coumalic acid: mercuro salt of/the/ coumalic acid

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Beim Destillieren im Wasserstoffstrom;

: 10374-07-9
3-oxabicyclo<3.2.0>hept-6-ene-2,4-dione

A: 22980-23-0
2-oxa-3-oxobicyclo[2.2.0]hex-5-ene

B: 504-31-4
pyran-2-one

C: 1120-53-2
1,3-cyclobutadiene

D: 39763-18-3
(Z)-5-Oxo-penta-2,4-dienal

E CO, CO2: CO, CO2

Conditions

Conditions	Yield
In solid matrix at -269.2 - -248.2℃; Product distribution; Mechanism; Irradiation; irradiation with 248 nm, subsequent bleaching with 254- and 313 nm light destroys part of products; also with isotopomers;

...Expand

: 10374-07-9
3-oxabicyclo<3.2.0>hept-6-ene-2,4-dione

A: 689-97-4
3-buten-1-yne

B: 504-31-4
pyran-2-one

C: 13177-38-3
cyclopentadienone

D CO2: CO2

Conditions

Conditions	Yield
at 850℃; Product distribution; detection on argon matrix, 10 K;

...Expand

: 60249-17-4
6-methoxy-2H-pyran-3(6H)-one

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 90 percent / LiAlH4 / diethyl ether / 0.5 h / -60 °C 2: 72 percent / NBS; Me2S / CH2Cl2 / 1 h / 0 °C 3: 90 percent / Jones reagent / acetone / 0.5 h 4: 70 percent / Et3N / 0.5 h / Heating View Scheme

: 35436-57-8
6-hydroxy-3,6-dihydro-2H-pyran-3-one

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 75 percent / Ag2O / acetone / 24 h / 20 °C 2: 90 percent / LiAlH4 / diethyl ether / 0.5 h / -60 °C 3: 72 percent / NBS; Me2S / CH2Cl2 / 1 h / 0 °C 4: 90 percent / Jones reagent / acetone / 0.5 h 5: 70 percent / Et3N / 0.5 h / Heating View Scheme

: 283156-05-8
methyl 2,3-dideoxy-α,β-DL-glycero-pent-2-enopyranoside

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / NBS; Me2S / CH2Cl2 / 1 h / 0 °C 2: 90 percent / Jones reagent / acetone / 0.5 h 3: 70 percent / Et3N / 0.5 h / Heating View Scheme

: 283156-10-5
3-bromo-6-methoxy-3,6-dihydro-2H-pyran

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / Jones reagent / acetone / 0.5 h 2: 70 percent / Et3N / 0.5 h / Heating View Scheme

: 64919-86-4, 69609-00-3
exo-10-oxatricyclo<5.2.1.02,6>deca-4,8-dien-3-one

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / 33percent hydrogen peroxide, 0.2 N sodium hydroxide / methanol; CH2Cl2; H2O / 3 h 2: 1.5 h / 0.04 Torr / flash vacuum thermolysis; T1 75 deg C / T2 375 deg C View Scheme

: 110-87-2
3,4-dihydro-2H-pyran

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 6 percent / piridinium dichromate / CH2Cl2 / 2 h / 0 °C 2: 0.025 g / triethylamine / toluene / 0.5 h / 80 °C 3: NBS 4: triethylamine View Scheme
Multi-step reaction with 3 steps 1: 50 percent / piridinium dichromate / CH2Cl2 / 2 h / 0 °C 2: NBS 3: triethylamine View Scheme
Multi-step reaction with 4 steps 1: 6 percent / piridinium dichromate, t-butyl hydroperoxide / CH2Cl2 / 2 h / 0 °C 2: 0.025 g / triethylamine / toluene / 0.5 h / 80 °C 3: NBS 4: triethylamine View Scheme
Multi-step reaction with 3 steps 1: 50 percent / piridinium dichromate, t-butyl hydroperoxide / CH2Cl2 / 2 h / 0 °C 2: NBS 3: triethylamine View Scheme

: 70411-95-9
2-(tert.butylperoxy)-3,4-dihydropyran

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 0.025 g / triethylamine / toluene / 0.5 h / 80 °C 2: NBS 3: triethylamine View Scheme

: 3393-45-1
5,6-dihydro-pyran-2-one

: 504-31-4
pyran-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NBS 2: triethylamine View Scheme

: 504-31-4
pyran-2-one

: 22980-23-0
5-oxabicyclo<2.2.0>hex-2-en-6-one

Conditions

Conditions	Yield
In diethyl ether at -15℃; Inert atmosphere; Irradiation;	100%
In diethyl ether at -10℃; for 24h; Inert atmosphere; Irradiation;	100 %Spectr.
In diethyl ether at -10℃; UV-irradiation; Inert atmosphere;
In diethyl ether at -10℃; Inert atmosphere; Microwave irradiation;
In diethyl ether at -15℃; Inert atmosphere; Irradiation;

: 504-31-4
pyran-2-one

: decacarbonyl-1κ(4)C,2κ(3)C,3κ(3)C-μ-hydrido-2:3κ(2)H-μ-hydroxy-2:3κ(2)O-trisosmium-(3 Os-Os)

: Os3(CO)10(μ-H)(μ-OH)*α-pyrone

Conditions

Conditions	Yield
In hexane ligand was added to hexane soln. of Os-cluster in Schlenk tube, heated at 40°C for 2 h under N2; solvent was removed under reduced pressure, recrystd. from CH2Cl2/hexaneat -5°C; elem. anal.;	99%

: 941-69-5
N-phenyl-maleimide

: 504-31-4
pyran-2-one

: 64856-70-8, 97643-47-5
N,N'-diphenylbicyclo<2.2.2>oct-7-ene-2,3,5,6-tetracarboxydiimide

Conditions

Conditions	Yield
In decalin for 1.5h; Heating;	98%

: 504-31-4
pyran-2-one

: 22682-17-3
5,6-dibromo-5,6-dihydro-2H-pyran-2-one

Conditions

Conditions	Yield
Stage #1: pyran-2-one With bromine In dichloromethane at -78℃; for 5h; Inert atmosphere; Irradiation; Stage #2: In dichloromethane at -78 - 20℃; Inert atmosphere;	97%
With bromine In dichloromethane at -78℃; for 6h; Cooling with acetone-dry ice; Irradiation;	97%
With bromine Irradiation;

: 504-31-4
pyran-2-one

: [sodium phosphaethynolate•(dioxane)2.5]

: C5H4OP(1-)*Na(1+)*C5H5OP*C4H8O2

Conditions

Conditions	Yield
In 1,2-dimethoxyethane at 60℃; for 4h; Inert atmosphere;	97%

: 504-31-4
pyran-2-one

: 999-55-3
allyl acrylate

: 134870-02-3, 134932-34-6, 144489-99-6, 144490-01-7
3-Oxo-2-oxa-bicyclo[2.2.2]oct-7-ene-6-carboxylic acid allyl ester

Conditions

Conditions	Yield
under 14251100 Torr; for 24h;	95%

: 504-31-4
pyran-2-one

: 3085-68-5
N,N-diallylacrylamide

: 134870-04-5, 134932-36-8
3-Oxo-2-oxa-bicyclo[2.2.2]oct-7-ene-6-carboxylic acid diallylamide

Conditions

Conditions	Yield
under 14251100 Torr; for 24h;	95%

: 2949-92-0
methanethiosulfonic acid S-methyl ester

: 504-31-4
pyran-2-one

: 6-(methylthio)-2H-pyran-2-one

Conditions

Conditions	Yield
Stage #1: pyran-2-one With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at -40℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: methanethiosulfonic acid S-methyl ester In tetrahydrofuran at -40 - 25℃; Schlenk technique; Inert atmosphere; regioselective reaction;	95%

: 504-31-4
pyran-2-one

: 22980-23-0
2-oxa-3-oxobicyclo[2.2.0]hex-5-ene

Conditions

Conditions	Yield
In diethyl ether at -15℃; UV-irradiation;	95%

: 504-31-4
pyran-2-one

: 85263-68-9
3,3,4,4,7,7,8,8-octamethyl-3,4,7,8-tetrasilylcycloocta-1,5-diyne

: 85263-70-3
1,1,2,2,9,9,10,10-octamethyl-1,2,9,10-tetrasila<2.2>ortocyclophane

Conditions

Conditions	Yield
With triethylamine In toluene	93%

: 108-31-6
maleic anhydride

: 504-31-4
pyran-2-one

: 1515-21-5, 26290-47-1
3-Oxo-2-oxabicylo<2.2.2>oct-7-en-exo-5,exo-6-dicarbonsaeureanhydrid

Conditions

Conditions	Yield
In toluene at 55℃; under 3375270 Torr; for 12h;	92%
In toluene at 20 - 110℃; Diels-Alder reaction;	79%
In xylene at 90.5℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.); further temp.;
With toluene

: 504-31-4
pyran-2-one

: 935-04-6
benzyl vinyl ether

: (1R,4R,8R)-8-Benzyloxy-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

Conditions

Conditions	Yield
With (+)-Yb(tfc)3 In neat (no solvent) for 72h; Product distribution; Ambient temperature; further Lewis acids, also in solvent; other benzylic vinyl ether; variation of excess of benzyl vinyl ether;	91%
With (+)-Yb(tfc)3 In neat (no solvent) for 72h; Ambient temperature;	91%

: 504-31-4
pyran-2-one

: 78129-68-7
2,2-dimethylpropylidynephosphine

: 109827-19-2
2-tert-Butyl-λ3-phosphinin

Conditions

Conditions	Yield
In benzene at 120℃; under 1875.1 - 2250.2 Torr; for 48h;	91%

: 1781-78-8
cyclooctyne

: 504-31-4
pyran-2-one

: 1076-69-3
5,6,7,8,9,10-hexahydrobenzocyclooctene

Conditions

Conditions	Yield
for 72h; Ambient temperature;	88%

: 504-31-4
pyran-2-one

: 935-04-6
benzyl vinyl ether

: 8-Benzyloxy-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

Conditions

Conditions	Yield
With (+)-Yb(tfc)3 In dichloromethane under 9000720 Torr; for 72h; Ambient temperature;	88%

: 504-31-4
pyran-2-one

: 627-63-4
fumaryl dichloride

: 82313-26-6
3-Oxo-2-oxabicyclo<2.2.2>oct-7-en-endo-5,exo-6-bis(carbonylchlorid)

Conditions

Conditions	Yield
In toluene at 60℃; under 4125330 Torr; for 12h;	86%

: 504-31-4
pyran-2-one

: 51447-09-7
endo-tricyclo<4.2.2.02,5>deca-3,9-diene-7,8-dicarboxylate anhydride

: 77884-58-3
C28H24O6

Conditions

Conditions	Yield
In xylene for 2h; Heating;	86%

: 504-31-4
pyran-2-one

: 159087-46-4
4,4,5,5-tetramethyl-2-trimethylsilanylethynyl-[1,3,2]dioxaborolane

: 910875-07-9
trimethyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane

Conditions

Conditions	Yield
at 170℃; for 15h;	86%
In neat (no solvent) 1.5 equiv. of B compd., sealed, heated at 170°C for 17 h;	86%
In 1,3,5-trimethyl-benzene 1.5 equiv. of B compd., sealed, heated at 170°C for 17 h;	64%
In 1,3,5-trimethyl-benzene at 140°C for 48 h;	56%
In diphenylether 1.5 equiv. of B compd., sealed, heated at 170°C for 17 h;	56%

: 67969-82-8
tetrafluoroboric acid diethyl ether

: 504-31-4
pyran-2-one

: (η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

: {(C5H5)Re(NO)(P(C6H5)3)(OC5H4O)}(1+)*BF4(1-)={(C5H5)Re(NO)(P(C6H5)3)(OC5H4O)}BF4

Conditions

Conditions	Yield
In dichloromethane soln. of complex cooled to -80°C, addn. of B-compd. with stirring, addn. of ligand after 5 min, warmed to 0°C over the course of 2h, kept at 0°C for 1h; concd. (vac.), dropwise addn. of ether, filtered, washed (ether), dried (vac.); elem. anal.;	86%

...Expand

: 504-31-4
pyran-2-one

: 75-16-1
methylmagnesium bromide

: 5309-56-8
sorbic acid

Conditions

Conditions	Yield
With iron(III)-acetylacetonate In diethyl ether at -30℃; Inert atmosphere;	86%

: 941-69-5
N-phenyl-maleimide

: 504-31-4
pyran-2-one

: 64856-70-8, 97643-47-5
endo,endo-bis-N-phenylimide of bicyclo<2.2.2>oct-7-ene-2,3,5,6-tetracarboxylic acid

Conditions

Conditions	Yield
In xylene at 140℃;	85%

: 504-31-4
pyran-2-one

: 1121707-11-6
1-methyl-4-(trimethylsilyl)-1H-indol-5-yl trifluoromethanesulfonate

: 23840-48-4
3-methyl-3H-benzo[e]indole

Conditions

Conditions	Yield
With cesium fluoride In acetonitrile at 100℃; for 5h; Inert atmosphere;	85%
With cesium fluoride In acetonitrile at 100℃;	85%

: 504-31-4
pyran-2-one

: 154920-12-4
hept-6-en-1-ylmagnesium bromide

: 1417889-31-6
(-)-(R)-4-(hept-6-en-1-yl)-3,4-dihydro-2H-pyran-2-one

Conditions

Conditions	Yield
Stage #1: hept-6-en-1-ylmagnesium bromide With copper(I) bromide dimethylsulfide complex; (R,S)-reverse-Josiphos In diethyl ether; tert-butyl methyl ether at -72℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #2: pyran-2-one In diethyl ether; tert-butyl methyl ether at -72℃; Inert atmosphere; Schlenk technique; enantioselective reaction;	85%

: 504-31-4
pyran-2-one

: 762-42-5
dimethyl acetylenedicarboxylate

: 131-11-3
phthalic acid dimethyl ester

Conditions

Conditions	Yield
at 200℃; for 2h;	84%

: 504-31-4
pyran-2-one

: methyl 2-(7-hydroxy-3-methyl-5-(triflyloxy)bicyclo[4.2.0]octa-1,3,5-trien-7-yl)acetate

: methyl 4-(1-(3-methylnaphthyl))-3-oxobutanoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 12h; Inert atmosphere;	82%

: 504-31-4
pyran-2-one

: 74844-06-7
(3-methylphenyl)(6-methyl-2-pyridyl)acetylene

: 74844-07-8
1-(3-methylphenyl)-2-(6-methyl-2-pyridyl)benzene

Conditions

Conditions	Yield
With hydroquinone In 1,2-dichloro-benzene for 72h; Heating;	80%

2H-Pyran-2-one Specification

The CAS register number of 2H-Pyran-2-one is 504-31-4. It also can be called as 2-Pyranone and the IUPAC name about this chemical is pyran-2-one. The molecular formula about this chemical is C₅H₄O₂ and the molecular weight is 96.08.

Physical properties about 2H-Pyran-2-one are: (1)ACD/LogP: -0.21; (2)ACD/LogD (pH 5.5): -0.2; (3)ACD/LogD (pH 7.4): -0.2; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 18.44; (7)ACD/KOC (pH 7.4): 18.44; (8)#H bond acceptors: 2; (9)Polar Surface Area: 26.3 Å²; (10)Index of Refraction: 1.507; (11)Molar Refractivity: 24 cm³; (12)Molar Volume: 80.5 cm³; (13)Polarizability: 9.51x10^-24cm³; (14)Surface Tension: 38.9 dyne/cm; (15)Density: 1.192 g/cm³; (16)Flash Point: 89.2 °C; (17)Enthalpy of Vaporization: 44.38 kJ/mol; (18)Boiling Point: 207.5 °C at 760 mmHg; (19)Vapour Pressure: 0.225 mmHg at 25 °C.

Preparation: this chemical can be prepared by 5-bromo-5,6-dihydro-pyran-2-one. This reaction will need reagent of triethylamine.

2H-Pyran-2-one can be prepared by 5-bromo-5,6-dihydro-pyran-2-one.

Uses of 2H-Pyran-2-one: it can be used to produce thiopyran-2-thione and pyran-2-one. This reaction will need reagent of Lawesson's reagent and solvent of benzene. The reaction time is 40 hours. The yield is about 11%.

2H-Pyran-2-one can be used to produce thiopyran-2-thione and pyran-2-one.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful to the environment and it can pollute the water, do not put materials into the water. If you want to store it, you should keep the container tightly sealed in dry, cool places and avoid contact with oxide, source of ignition. It is stable under normal temperature and pressure. If you want to use this chemical, do not breathe vapour and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1O\C=C/C=C/1
(2)InChI: InChI=1/C5H4O2/c6-5-3-1-2-4-7-5/h1-4H
(3)InChIKey: ZPSJGADGUYYRKE-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C5H4O2/c6-5-3-1-2-4-7-5/h1-4H
(5)Std. InChIKey: ZPSJGADGUYYRKE-UHFFFAOYSA-N

Product Name

ALPHA-PYRONE

Synthetic route

2H-Pyran-2-one Specification

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