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2H-Pyran-2-one

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Name

2H-Pyran-2-one

EINECS 207-990-5
CAS No. 504-31-4 Density 1.192 g/cm3
PSA 30.21000 LogP 0.63980
Solubility N/A 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 N/A Appearance Clear yellow to brown liquid
Safety 23-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 504-31-4 (ALPHA-PYRONE) Hazard Symbols N/A
Synonyms

1,2-Pyrone(4CI);2,4-Pentadienoic acid, 5-hydroxy-, d-lactone;2-Pyranone;2-Pyrone;2H-Pyran, 2-oxo-;Coumalin;

Article Data 30

2H-Pyran-2-one Synthetic route

53646-72-3

5-bromo-5,6-dihydro-2H-pyran-2-one

504-31-4

pyran-2-one

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In diethyl ether at -78℃; for 2h; Yields of byproduct given;A 5%
B n/a
672-67-3

2-oxo-2H-pyran-6-carboxylic acid

504-31-4

pyran-2-one

Conditions
ConditionsYield
With copper
500-05-0

2H-pyran-2-one-5-carboxylic acid

504-31-4

pyran-2-one

Conditions
ConditionsYield
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
ConditionsYield
With oxygen at -253.2℃; Mechanism; Irradiation; other temperatures, different λ, reaction with (18)O(16)O and (18)O2;
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
ConditionsYield
With oxygen In solid matrix at -253.2℃; Product distribution; Mechanism; Irradiation; further with <18O>O2;
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
Mechanism; Irradiation;

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

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