Diphenylmethane

Diphenylmethane

Names
Preferred IUPAC name 1,1'-Methylenedibenzene
Other names Diphenylmethane Benzylbenzene
Identifiers
CAS Number	101-81-5 Y
3D model (Jmol)	Interactive image
Abbreviations	BnPh, Ph2CH2
ChEBI	CHEBI:38884 Y
ChEMBL	ChEMBL1796022 N
ChemSpider	7299 Y
ECHA InfoCard	100.002.708
MeSH	Diphenylmethane
PubChem	7580
UNII	K3E387I0BC N
InChI InChI=1S/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2 Y Key: CZZYITDELCSZES-UHFFFAOYSA-N Y InChI=1/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2 Key: CZZYITDELCSZES-UHFFFAOYAV
SMILES c1c(cccc1)Cc2ccccc2
Properties
Chemical formula	C13H12
Molar mass	168.234
Appearance	colourless oil
Density	1.006 g/mL
Melting point	22 to 24 °C (72 to 75 °F; 295 to 297 K)
Boiling point	264 °C (507 °F; 537 K)
Solubility in water	nonpolar organic solvents
Hazards
Main hazards	flammable
Flash point	> 110 °C; 230 °F; 383 K
Related compounds
Related compounds	Diphenylmethanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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.

It is prepared by the Friedel-Crafts alkylation of benzyl chloride with benzene in the presence of a Lewis acid such as aluminium trichloride:^[1]

C₆H₅CH₂Cl + C₆H₆ → (C₆H₅)₂CH₂ + HCl

See also

• Benzhydryl compounds

References

1. ↑ W. W. Hartman and Ross Phillips (1943). "Diphenylmethane". Org. Synth. ; Coll. Vol., 2, p. 232