| Identification | More | [Name]
Tetrahydro-4H-pyran-4-one | [CAS]
29943-42-8 | [Synonyms]
4-OXOTETRAHYDROPYRAN
4-THP
TETRAHYDRO-2H-PYRAN-4-ONE
TETRAHYDRO-4H-PYRAN-4-ONE
TETRAHYDRO-GAMMA-PYRONE
TETRAHYDROPYRAN-4-ONE
2,3,5,6-Tetrahydro-4-pyranone
4-Oxacyclohexanone
Tetrahydro-4-pyrone
TetrahydroHpyranone
Tetrahydropyran-4-on
Tetrahydro-4H-pyran-4-one,98%
Tetrahydo-4H-pyran-4-one
4H-Pyran-4-one, tetrahydro-
Tetrahydro-4H-pyran-4-one 97%
Tetranydropyran-4-one
Tetrahydro-4-H-prran-one
4-Oxotetrahydopyran
2,3,5,6-Tetrahydropyran-4-one
3,5,6-Trihydro-2H-pyran-4-one | [EINECS(EC#)]
249-967-2 | [Molecular Formula]
C5H8O2 | [MDL Number]
MFCD00006581 | [Molecular Weight]
100.12 | [MOL File]
29943-42-8.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 1224 3/PG 3
| [WGK Germany ]
3
| [F ]
10 | [Hazard Note ]
Keep Cold/Flammable/Irritant | [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29329995 |
| Questions And Answer | Back Directory | [Description]
Tetrahydro-4H-pyran-4-one is used in organic synthesis as building block for more complex chemical structures because it participate in a variety of cycloaddition reactions. Tetrahydro-4H-pyran-4-one is employed in the preparation of 4-methoxytetrahydropyran-4-yl protecting group, synthesis of symmetric tetra substituted methanes.
The methyl enol ether is a useful protecting agent for alcohols, e.g. in nucleotide synthesis, with the advantage over 3,4-Dihydro-2H-pyran. Tetrahydro-4H-pyran-4-one is also employed in a study of the enantioselective alpha-aminoxylation of ketones with nitrosobenzene and L-proline in an ionic liquid. It undergoes condensation reactions in the preparation of dipeptides and spiroimidazolones. Tetrahydro-4H-pyran-4-one is also employed in wittig reactions for the synthesis of Penicillins and in a ring of vitamin D3. | [Application]
Tetrahydro-4-pyrone is used in organic synthesis as a building block for more complex chemical structures because it participates in a variety of cycloaddition reactions. Tetrahydro-4H-pyran-4-one is employed in a study of the enantioselective alpha-aminoxylation of ketones with nitrosobenzene and L-proline in an ionic liquid and it undergoes condensation reactions in the preparation of dipeptides and spiroimidazolones. Tetrahydro-4H-pyran-4-one is also employed in wittig reactions for the synthesis of penicillins and in a ring of vitamin D3. Additionally, tetrahydro-4-pyrone is used as solvents in some reactions.
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| Hazard Information | Back Directory | [Chemical Properties]
colorless to light yellow liquid | [Uses]
Tetrahydro-4-pyrone is used in organic synthesis as building block for more complex chemical structures because it participate in a variety of cycloaddition reactions. | [Purification Methods]
Purify the pyrone by repeated distillation, preferably in a vacuum. [Baker J Chem Soc 296 1944, IR: Olsen & Bredoch Chem Ber 91 1589 1958.] The oxime has m 87-88o and b 110-111o/13mm [Cornubert et al. Bull Soc Chim Fr 36 1950]. The 4-nitrophenylhydrazone forms orange-brown needles from EtOH, m 186o [Cawley & Plant J Chem Soc 1214 1938]. [Beilstein 17 I 131, 17 II 287, 17 III/IV 4171, 17/9 V 21.] |
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