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Diphenylmethane

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This is an old revision of this page, as edited by 185.20.241.83 (talk) at 08:49, 26 February 2018 (Field "Solubility in water" listed "nonpolar organic solvents", which is nonsensical. Edited to a value. One could add that it is generally soluble in nonpolar organic solvents, but I don't know what that field is called in the Chembox.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Diphenylmethane
Names
Preferred IUPAC name
1,1'-Methylenedibenzene
Other names
Diphenylmethane
Benzylbenzene
Identifiers
3D model (JSmol)
Abbreviations BnPh, Ph2CH2
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.708 Edit this at Wikidata
MeSH Diphenylmethane
UNII
  • InChI=1S/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2 checkY
    Key: CZZYITDELCSZES-UHFFFAOYSA-N checkY
  • InChI=1/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2
    Key: CZZYITDELCSZES-UHFFFAOYAV
  • c1c(cccc1)Cc2ccccc2
Properties
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)
14 mg/L
-115.7·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
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).
☒N verify (what is checkY☒N ?)

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

References

  1. ^ W. W. Hartman and Ross Phillips (1943). "Diphenylmethane". Organic Syntheses; Collected Volumes, vol. 2, p. 232.