Home Chemistry Heterocyclic Building Blocks Benzothiophenes 4,5,6,7-Tetrahydrobenzo[B]Thiophene
Aromatic Electrophilic Substitution: Since it contains a benzene ring, 4,5,6,7-tetrahydrobenzo[b]thiophene can undergo typical electrophilic aromatic substitution reactions such as nitration, sulfonation, halogenation, and Friedel-Crafts reactions. These reactions typically involve the substitution of a hydrogen atom with various electrophilic species.
Oxidation: The sulfur atom in the thiophene ring can be oxidized to form a sulfoxide or sulfone group. Common oxidizing agents like hydrogen peroxide (H2O2) or peracids can be used for this purpose.
Reduction: The double bond in the thiophene ring can be reduced to form the corresponding saturated ring, converting the compound into a tetrahydrobenzo[b]thiophene.
Alkylation and Acylation: Similar to benzene, it can undergo alkylation and acylation reactions to introduce alkyl or acyl groups onto the ring. Friedel-Crafts reactions are examples of such processes.
Halogenation: The thiophene ring can be halogenated by treating it with halogenating agents like bromine or chlorine. This reaction usually occurs at the sulfur atom of the thiophene ring.
Grignard Reactions: 4,5,6,7-tetrahydrobenzo[b]thiophene can react with Grignard reagents to form various derivatives, depending on the reagent used.
Hydrogenation: The aromatic ring can be completely hydrogenated to form a saturated cyclohexane ring. This can be achieved using hydrogen gas and a suitable catalyst like palladium on carbon (Pd/C) or platinum (Pt).
Ring Opening: Depending on the conditions and reagents, ring-opening reactions can be carried out, leading to the formation of open-chain compounds.
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4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid
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6-Methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid
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Ethyl 4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate
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4,5,6,7-Tetrahydro-benzo[b]thiophene-2-carboxylic acid
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4,5,6,7-Tetrahydrobenzo[b]thiophene-2-carboxamide
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6-Methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid
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2-((tert-Butoxycarbonyl)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid
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Methyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
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Ethyl 2-amino-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
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2-Amino-6-(tert-butyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide
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Ethyl 2-amino-4-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
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Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
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2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid
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Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
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Methyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate
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2-Amino-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile
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