Chemistry
Organic Building Blocks
Aryls
tetraphenylmethane
Friedel-Crafts Acylation: Tetraphenylmethane can undergo Friedel-Crafts acylation, where an acyl group (RCO-) is added to one of the phenyl rings. This is typically done in the presence of a Lewis acid catalyst like aluminum chloride (AlCl3).
Friedel-Crafts Alkylation: Similarly, you can perform Friedel-Crafts alkylation, where an alkyl group (R-) is added to one of the phenyl rings. This also requires a Lewis acid catalyst.
Substitution Reactions: Tetraphenylmethane can undergo various substitution reactions, such as electrophilic aromatic substitution, nucleophilic aromatic substitution, or even radical halogenation, where one or more hydrogen atoms on the phenyl rings are replaced by other functional groups.
Reduction: You can reduce tetraphenylmethane to tetraphenylmethanol using reducing agents like lithium aluminum hydride (LiAlH4) or catalytic hydrogenation.
Oxidation: It can be oxidized to tetraphenylmethanone using oxidizing agents like chromic acid (H2CrO4).
Metal-Catalyzed Cross-Coupling Reactions: Tetraphenylmethane can participate in various metal-catalyzed cross-coupling reactions with other organic compounds to form more complex structures.
Grignard Reactions: You can react tetraphenylmethane with a Grignard reagent to form a substituted product. For example, reaction with phenylmagnesium bromide would lead to tetraphenylmethane with one of the phenyl groups replaced.
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5,5',5'',5'''-Methanetetrayltetrakis(2-hydroxybenzaldehyde)
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4,4',4'',4'''-Methanetetrayltetrabenzoic acid
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1,1',1'',1'''-(Methanetetrayltetrakis(benzene-4,1-diyl))tetraethanone
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4,4',4'',4'''-Methanetetrayltetrabenzenesulfonic acid
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4,4',4'',4'''-Methanetetrayltetrabenzaldehyde
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(Methanetetrayltetrakis(benzene-4,1-diyl))tetraboronic acid