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Tetrahydro-4H-pyran-4-one
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Name

Tetrahydro-4H-pyran-4-one

 EINECS 249-967-2
CAS No. 29943-42-8 Density 1.065 g/cm3
PSA 26.30000 LogP 0.36590
Solubility miscible in water Melting Point N/A
Formula C5H8O2 Boiling Point 167.5 °C at 760 mmHg
Molecular Weight 100.117 Flash Point 63.6 °C
Transport Information UN 1224 3/PG 3 Appearance colorless to light yellow liquid
Safety 24/25-36-26 Risk Codes 10-36/37/38
Molecular Structure Molecular Structure of 29943-42-8 (Tetrahydro-4H-pyran-4-one) Hazard Symbols IrritantXi, FlammableF
Synonyms

2H-3,5,6-Trihydropyran-4-one;Tetrahydro-2H-pyran-4-one;4-THP;4-Oxotetrahydropyran;Tetrahydro-pyran-4-one;

Article Data 41

Tetrahydro-4H-pyran-4-one Synthetic route

124-38-9

carbon dioxide

111-44-4

3-oxa-1,5-dichloropentane

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With cesium iodide In ethanol; water at 90℃; under 8250.83 Torr; Temperature; Pressure;95.9%
1194657-31-2

4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate

A

29943-42-8

Tetrahydro-4H-pyran-4-one

B

10024-97-2

dinitrogen monoxide

C

76-03-9

trichloroacetic acid

Conditions
ConditionsYield
With water In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;A n/a
B 95%
C n/a

4-nitrosotetrahydro-2H-pyran-4-yl 2,2-dichloropropanoate

A

29943-42-8

Tetrahydro-4H-pyran-4-one

B

75-99-0

2,2-Dichloropropionic acid

C

10024-97-2

dinitrogen monoxide

Conditions
ConditionsYield
With water In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;A n/a
B n/a
C 92%
108-97-4

4-pyrone

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In methanol; toluene at 20℃; for 5h;86%
With hydrogen; 5% palladium/carbon hydrated In ethanol; toluene at 20℃; for 3 - 8.5h; Product distribution / selectivity;85.4%
With hydrogen; palladium on activated carbon In toluene at 20℃; for 12h; Product distribution / selectivity;77%
2081-44-9

Tetrahydro-pyran-4-ol

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane for 2.5h; Ambient temperature;85%
With chromium(VI) oxide; water
With alkali dichromate; sulfuric acid
With fluorine In acetonitrile90 % Turnov.
84302-42-1

2,3-dihydro-4H-pyran-4-one

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With hydrogen; 5% palladium/carbon hydrated In ethanol; toluene at 20℃; for 3h; Product distribution / selectivity;71%
3592-25-4

1,5-dichloropentan-3-one

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With sodium dihydrogenphosphate; phosphoric acid at 100℃; for 3h;35%

C17H31NO3Si

A

29943-42-8

Tetrahydro-4H-pyran-4-one

C17H29NO3Si

C17H29NO3Si

D

C16H29NOSi

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene In Isopropyl acetate at 80℃;A 15%
B 12%
C 27%
D 16%
2919-05-3

pent-4-en-2-yn-1-ol

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With sulfuric acid; mercury(II) sulfate
67728-90-9

1,5-dimethoxypent-2-yne

29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With sulfuric acid; mercury(II) sulfate

Tetrahydro-4H-pyran-4-one Specification

1. Introduction of Tetrahydro-4H-pyran-4-one

The Tetrahydro-4H-pyran-4-one is oxan-4-one,with the CAS registry number 29943-42-8, is a kind of colorless to light yellow liquid. It is also named as 2H-3,5,6-Trihydropyran-4-one. The product's categories are Oxygen Cyclic Compounds; Blocks; Heterocycles; Heterocycles Series; Carbonyl Compounds; Pyrans, Piperidines & Piperazines; Ketone; Pyrans, Piperidines & Piperazines. Tetrahydro-4H-pyran-4-one should be stored in shady and cool warehouse.

2.Properties of Tetrahydro-4H-pyran-4-one

(1)EINECS: 249-967-2; (2)ACD/LogP: -0.78; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.78; (5)ACD/LogD (pH 7.4): -0.78; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 8.93; (9)ACD/KOC (pH 7.4): 8.93; (10)#H bond acceptors: 2; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 0; (13)Index of Refraction: 1.44; (14)Molar Refractivity: 24.79 cm3; (15)Molar Volume: 93.9 cm3; (16)Surface Tension: 33.4 dyne/cm; (17)Density: 1.065 g/cm3; (18)Flash Point: 63.6 °C; (19)Enthalpy of Vaporization: 40.4 kJ/mol; (20)Boiling Point: 167.5 °C at 760 mmHg; (21)Vapour Pressure: 1.69 mmHg at 25 °C.

3. Structure descriptors of Tetrahydro-4H-pyran-4-one

(1)SMILES: O=C1CCOCC1
(2)InChI: InChI=1/C5H8O2/c6-5-1-3-7-4-2-5/h1-4H2
(3)InChIKey: JMJRYTGVHCAYCT-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C5H8O2/c6-5-1-3-7-4-2-5/h1-4H2
(5)Std. InChIKey: JMJRYTGVHCAYCT-UHFFFAOYSA-N

4. Safety information of Tetrahydro-4H-pyran-4-one

Tetrahydro-4H-pyran-4-one is flammable. It is also irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. Moreover, please avoid contact with skin and eyes. And you should wear suitable protective clothing.

5. Preparation of Tetrahydro-4H-pyran-4-one

Tetrahydro-4H-pyran-4-one can be prepared by Tetrahydro-pyran-4-ol.



This reaction needs Fluorine and Acetonitrile. The yield is 90 %.

6. Uses of Tetrahydro-4H-pyran-4-one

Tetrahydro-4H-pyran-4-one can react with Morpholine to get 4-(3,6-Dihydro-2H-pyran-4-yl)-morpholine.



This reaction needs Toluene by heating for 6 hours. The yield is 84.5 %.

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