Diphenylmethanol

Diphenylmethanol[1]
Names
IUPAC name
Diphenylmethanol
Other names
Benzhydrol
Diphenylcarbinol
Hydroxydiphenylmethane
Identifiers
91-01-0 Yes
ChemSpider 6770 Yes
Jmol-3D images Image
PubChem 7037
Properties
Molecular formula
C13H12O
Molar mass 184.23 g·mol−1
Appearance White crystals
Density 1.103 g/cm3
Melting point 69 °C (156 °F; 342 K)
Boiling point 298 °C (568 °F; 571 K)
0.5 g/L (20 °C)
Hazards
R-phrases R36 R37 R38
S-phrases S26 S27 S28 S29 S30 S33 S35 S36
Related compounds
Related compounds
Benzophenone
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Diphenylmethanol, (C6H5)2CHOH (also known as benzhydrol), is a secondary alcohol with a relative molecular mass of 184.23 g/mol. It has a melting point of 69 °C and a boiling point of 298 °C.

It has uses in perfume and pharmaceutical manufacture. In pharmaceutical manufacture it is used as a fundamental component in antihistamines, antihypertensive agents and antiallergenic agents. Benzhydrol is used as an intermediate of pharmaceuticals (including antihistamines), agrochemicals, and other organic compounds. It is also used as a fixative in perfumery and as a terminating group in polymerizations. Benzhydryl is a skeleton for Histamine H1 antagonist which an ethylamine group is attached to a diphenylmethane structure.

Diphenylmethanol is an irritant to the eyes, skin and respiratory system.

Preparation

Diphenylmethanol may be prepared by a Grignard reaction between phenylmagnesium bromide and benzaldehyde, or by reducing benzophenone, with sodium borohydride or with zinc dust or with sodium amalgam and water.[2]

References

  1. MSDS
  2. F. Y. Wiselogle and H. Sonneborn, III (1941). "Benzohydrol". Org. Synth.; Coll. Vol. 1, p. 90