Diphenylmethanol

Diphenylmethanol^[1]
Names


IUPAC name Diphenylmethanol
Other names Benzhydrol Diphenylcarbinol Hydroxydiphenylmethane
Identifiers
CAS Number	91-01-0^Y
ChemSpider	6770^Y
Jmol interactive 3D	Image
PubChem	7037
InChI InChI=1S/C13H12O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H^Y Key: QILSFLSDHQAZET-UHFFFAOYSA-N^Y InChI=1/C13H12O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H Key: QILSFLSDHQAZET-UHFFFAOYAG
SMILES OC(c1ccccc1)c2ccccc2
Properties
Chemical formula	C₁₃H₁₂O
Molar mass	184.24 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)
Solubility in water	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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
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 perfumery it is used as a fixative. In pharmaceutical manufacture it is used in the synthesis of antihistamines, antihypertensive agents and antiallergenic agents. It is used in the synthesis of Modafinil^[2] and the Benzhydryl group is present in the structure of many histamine H1 antagonists. Benzhydrol is also used in the production of agrochemicals as well as other organic compounds and as a terminating group in polymerizations.

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.^[3]

References

↑ MSDS
↑ EP 1583739
↑ F. Y. Wiselogle and H. Sonneborn, III (1941). "Benzohydrol". Org. Synth. ; Coll. Vol. 1, p. 90

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