UNIT- IV

DI-PHENYLMETHANE

 Synthesis:
1. By Friedel crafts synthesis:

CH2Cl
AlCl3 H2
+ C

Benyl chloride Benzene Diphenyl methane

2 AlCl3 H2
+ CH2Cl2 C
Dichloromethane

Benzene Diphenyl methane

2. From benzophenone:

O
HI/P H2
C heat C

Benzophenone Diphenyl methane

 Chemical reactions:
1. Oxidation:
O
H2 K2Cr2O7
C H2SO4 C

Diphenyl methane Benzophenone

2. Reduction:

H2 red-hot
C

Diphenyl methane Fluorene

3. Nitration:

H2 HNO3 H2
C H2SO4 C NO2

Diphenyl methane Nitro-diphenyl methane

4. Bromination:
Br
H2 Br2
C CH

Diphenyl methane Diphenyl methyl bromide

 Structure:
1. It is a solid polycyclic aromatic hydrocarbon (PAH) compound.
2. It is a white solid
3. It is consisting of two isolated benzene rings.

4. Molecular of formula C13H12

5. Molecular weight 168.234 gm/mole
6. IUPAC name 1,1'-Methylenedibenzene
7. Hybridization of C is sp2 & sp3

 Medicinal Uses:
1. Used as antispasmodic
2. Used as antiulcer agent
3. Used as antihistamine
4. Used as antianxiety
5. Used as synthetic steroid

 Derivatives of diphenylmethane:

O OH

C CH

Benzophenone Benzhydrol