Home Chemistry Heterocyclic Building Blocks Pyrans Tetrahydro-4H-Pyran-4-One
Ring Opening Reactions: The pyranone ring can be cleaved under certain conditions. This might involve the use of strong acids, bases, or nucleophiles to open the ring. The specific product and mechanism will depend on the reagents used.
Substitution Reactions: Tetrahydro-4H-pyran-4-one can undergo nucleophilic substitution reactions. For instance, the carbonyl group (C=O) can be attacked by nucleophiles like Grignard reagents, amines, or hydride sources. These reactions can lead to the formation of different derivatives.
Reduction: The carbonyl group in tetrahydro-4H-pyran-4-one can be reduced to the corresponding alcohol using reducing agents like sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4).
Acylation and Alkylation: The carbonyl group can also participate in acylation and alkylation reactions. For example, you can react it with acid chlorides or anhydrides to form esters or amides, or with alkyl halides to introduce alkyl groups.
Oxidation: Depending on the reaction conditions, the alcohol group in tetrahydro-4H-pyran-4-one can be oxidized to the corresponding ketone using oxidizing agents like chromic acid (H2CrO4).
Cyclization: Intramolecular reactions can occur to form cyclic compounds or fused ring systems, especially if other functional groups are present.
Hydrolysis: Tetrahydro-4H-pyran-4-one can undergo hydrolysis under acidic or basic conditions, leading to the cleavage of the ring and the formation of carboxylic acids or their derivatives.
Retro-Aldol Reaction: If the compound has multiple carbonyl groups, it can undergo a retro-aldol reaction when treated with a base, breaking down into smaller fragments.
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2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one
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Ethyl 4-oxotetrahydro-2H-pyran-2-carboxylate
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Ethyl 4-oxotetrahydro-2H-pyran-3-carboxylate(mixture of isomers)
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Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate
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3,3-Dimethyldihydro-2H-pyran-4(3H)-one
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