Chemistry of Diphenylmethane
Diphenylmethane is an organic compound with the formula (C6H5)2CH2
The compound consists of methane wherein two hydrogen atoms
are replaced by two phenyl groups.
Diphenylmethane forms a common skeleton in organic
chemistry; the diphenylmethyl group is also known as benzhydryl.
Natural Occurring Sources –
1,1′-Methylenebisbenzene has been identified as a component in crude
• The Friedel-Craft reaction of benzyl
chloride with benzene in the presence of aluminum chloride is an important
method for production of diphenylmethane.
• Other known catalysts of this process are
elemental aluminum, iron(III) chloride, antimony pentachloride, zinc
chloride-hydrogen chloride and boron fluoride dihydrate.
• When sulfuric acid is used as a
condensation agent diphenylmethane yields are 83% and with polyphosphoric acid
yields are over 90%.
• Condensation of benzene with formaldehyde in
presence of 85% sulfuric acid yields 79% diphenylmethane.
benzyl chloride diphenylmethane
from methylene chloride and benzene with aluminum chloride as catalyst.
Melting Point – 25.4 deg C
Odor of oranges
Freely soluble in alcohol, ether, chloroform, hexane, benzene; insoluble in
is an organic compound with the formula (C6H5)2CH2
has been identified as a component in crude oils
• Synthesised through Friedel-Craft
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