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Tetrahydro-4H-pyran-4-on, 98 %, Thermo Scientific Chemicals

Artikelnummer. 11469316
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CAS: 29943-42-8 | C5H8O2 | 100.117 g/mol

It 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. It 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. It is also employed in wittig reactions for the synthesis of Penicillins and in a ring of vitamin D3

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Anwendungen
Es wird bei der Herstellung der 4-Methoxytetrahydropyran-4-yl-Schutzgruppe und der Synthese von symmetrischen tetra-substituierten Methanen eingesetzt. Der Methylenolether ist ein nützliches Schutzmittel für Alkohole, z. B. bei der Nukleotid-Synthese, mit Vorteilen gegenüber 3,4-Dihydro-2H-pyran. Ese wird auch bei einer Studie zur enantioselektiven Alpha-Aminoxylation von Ketonen mit Nitrosobenzol und L-Prolin in einer ionischen Flüssigkeit eingesetzt. Bei der Herstellung von Dipeptiden und Spiroimidazolonen werden Kondensationsreaktionen beobachtet. Es wird außerdem in Wittig-Reaktionen zur Synthese von Penizillinen und in einem Vitamin-D3-Ring eingesetzt

Löslichkeit
Sehr gut in Wasser löslich.

Hinweise
Von starken Basen und Oxidationsmitteln fernhalten. Halten Sie den Behälter dicht verschlossen und stellen Sie ihn an einen kühlen, trockenen und gut belüfteten Ort.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 29943-42-8
Summenformel C5H8O2
Molekulargewicht (g/mol) 100.117
MDL-Nummer MFCD00006581
InChI-Schlüssel JMJRYTGVHCAYCT-UHFFFAOYSA-N
Synonym tetrahydro-4h-pyran-4-one, 4-oxotetrahydropyran, tetrahydropyran-4-one, dihydro-2h-pyran-4 3h-one, 4h-pyran-4-one, tetrahydro, 4-thp, tetrahydro-2h-pyran-4-one, tetrahydro-pyran-4-one, 4-oxotetrahydopyran, tetrahydro-.gamma.-pyrone
PubChem CID 121599
IUPAC-Name Oxan-4-on
SMILES C1COCCC1=O

Specifications

Chemischer Name oder Material Tetrahydro-4H-pyran-4-one
Dichte 1.084
Siedepunkt 165°C to 167°C
Flammpunkt 62°C (144°F)
Brechungsindex 1.453
Menge 25 g
Beilstein 106463
Löslichkeitsinformationen Very soluble in water.
Formelmasse 100.12
Reinheit (%) 98%

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