Home Chemistry Heterocyclic Building Blocks Pyrans 2H-Chromene
Electrophilic Aromatic Substitution: 2H-chromene contains an aromatic ring, and it can undergo electrophilic aromatic substitution reactions, where an electrophile replaces a hydrogen atom on the ring. Common electrophiles include halogens, nitro groups, and acyl groups.
Nucleophilic Substitution: 2H-chromene can undergo nucleophilic substitution reactions, particularly at the positions where electron-withdrawing groups are present. For example, nucleophilic substitution with amines can result in the formation of amine-substituted coumarin derivatives.
Cyclization Reactions: 2H-chromene can undergo intramolecular cyclization reactions to form compounds with fused rings. For example, the formation of benzo[f]chromen-1-ones or other similar ring systems can occur under appropriate conditions.
Esterification: The hydroxyl group in 2H-chromene can undergo esterification reactions with various acid chlorides or anhydrides to form coumarin esters.
Alkylation and Acylation: The aromatic ring in 2H-chromene can be alkylated or acylated using alkyl or acyl halides in the presence of a suitable base, leading to the introduction of alkyl or acyl groups onto the ring.
Photochemical Reactions: 2H-chromene can undergo photochemical reactions when exposed to UV light. These reactions can lead to the formation of photoproducts with altered structures and properties.
Diels-Alder Reactions: 2H-chromene can participate in Diels-Alder reactions with suitable dienophiles, leading to the formation of fused ring systems.
Functional Group Transformations: Various functional group transformations, such as hydrolysis, amidation, and Suzuki-Miyaura coupling, can be performed on 2H-chromene to introduce different functional groups onto the molecule.
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Ethyl 3-hydroxy-2H-chromene-4-carboxylate
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Methyl 6-bromo-2H-chromene-3-carboxylate
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2-(Dimethoxymethyl)-2-methyl-6-nitro-2H-chromene
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5-Hydroxy-2,2-dimethyl-2H-chromene-6-carbaldehyde
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