Diphenylmethane
- S-3-PHARMACEUTICAL-ORGANIC-CHEMISTRY
- Feb 28
- 1 min read
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Structure of Diphenylmethane
Diphenylmethane consists of a methane molecule where two hydrogen atoms are replaced by two phenyl groups.
The molecular formula is C13H12.
Synthesis:
Friedel-Crafts Alkylation:
Reaction: Benzene reacts with benzyl chloride in the presence of aluminum chloride to form diphenylmethane.
C6H6 + C6H5CH2Cl → AlCl3 (reagents) → C6H5CH2C6H5 + HCl
Reactions
Oxidation
Diphenylmethane can be oxidized to benzophenone using a strong oxidizing agent.
C6H5CH2C6H5 + [O] → C6H5COC6H5
Electrophilic Substitution
Nitration: Diphenylmethane can be nitrated to produce nitro diphenylmethane.
C6H5CH2C6H5 + HNO3 → H2SO4 (reagents) → NO2C6H4CH2C6H5 + H2O
Derivatives
Dyes: Some diphenylmethane derivatives, like auramine, are used as dyes.
Pharmaceuticals: Diphenhydramine, an antihistamine, is a diphenylmethane derivative.
Medicinal Uses
Derivatives: Diphenylmethane derivatives, such as benzhydryl ether, have been used as antihistamines. Diphenylmethane is also a core structure in some drugs like methadone (an opioid) and certain antihistamines.
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