Home Chemistry Organic Building Blocks Aryls (Cyclopentyloxy)Benzene
Electrophilic Aromatic Substitution (EAS): As a benzene derivative, (cyclopentyloxy)benzene can undergo EAS reactions. In this process, the benzene ring's electrons are attacked by an electrophile, leading to substitution reactions. Common EAS reactions include nitration, sulfonation, halogenation, and Friedel-Crafts acylation/alkylation.
Friedel-Crafts Alkylation: (Cyclopentyloxy)benzene can be alkylated using a Friedel-Crafts reaction. In this reaction, the benzene ring is alkylated with an alkyl halide or alkyl sulfonate in the presence of a Lewis acid catalyst like aluminum chloride (AlCl3) or ferric chloride (FeCl3).
Friedel-Crafts Acylation: Similarly, (cyclopentyloxy)benzene can undergo Friedel-Crafts acylation, where an acyl group (RCO-) is introduced onto the benzene ring. This reaction also requires a Lewis acid catalyst.
Ether Cleavage: The cyclopentyl ether group in (cyclopentyloxy)benzene can be cleaved using acid or base-catalyzed hydrolysis. For example, treatment with a strong acid like sulfuric acid (H2SO4) can lead to the cleavage of the ether bond, resulting in the formation of phenol and cyclopentanol.
Grignard Reaction: (Cyclopentyloxy)benzene can react with a Grignard reagent (e.g., phenylmagnesium bromide) to form more complex compounds. This reaction can be used for the synthesis of various substituted benzene derivatives.
Oxidation: (Cyclopentyloxy)benzene can be oxidized to form various products, depending on the conditions. For example, mild oxidation with chromic acid (H2CrO4) can convert it to a ketone or a carboxylic acid.
Reduction: The compound can be reduced using reducing agents like lithium aluminum hydride (LiAlH4) to yield different products, depending on the reaction conditions. This can result in the formation of cyclopentylbenzene or even further reduction to cyclopentanol.
Substitution at the Cyclopentyl Group: The cyclopentyl group in (cyclopentyloxy)benzene can undergo various substitution reactions typical of alkyl groups, including halogenation, alkylation, and hydroxylation.
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(S)-1-(4-(Cyclopentyloxy)phenyl)ethanamine
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(3-Chloro-4-(cyclopentyloxy)-5-fluorophenyl)boronic acid
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3-(Cyclopentyloxy)-2,4-difluorophenylboronic acid
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(4-(Cyclopentyloxy)-2,3-difluorophenyl)boronic acid
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[4-(Cyclopentyloxy)phenyl]boronic acid
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(3-(Cyclopentyloxy)-5-methylphenyl)boronic acid
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(3-(Cyclopentyloxy)-4-methoxyphenyl)boronic acid
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(R)-1-(4-(Cyclopentyloxy)phenyl)ethanamine hydrochloride
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(S)-1-(4-(Cyclopentyloxy)phenyl)ethan-1-amine hydrochloride
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(3-(Cyclopentyloxy)phenyl)methanamine hydrochloride
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