Diphenylmethanol[ 1]
Diphenylmethanol
Names
Preferred IUPAC name
Other names
Benzhydrol Diphenylcarbinol Hydroxydiphenylmethane
Identifiers
ChEBI
ChemSpider
ECHA InfoCard
100.001.849
EC Number
UNII
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
Properties
C 13 H 12 O
Molar mass
184.238 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)
-119.1·10−6 cm3 /mol
Hazards[ 2]
GHS labelling :
Warning
H315 , H319 , H335
P261 , P264 , P271 , P280 , P302+P352 , P304+P340 , P305+P351+P338 , P312 , P321 , P332+P313 , P337+P313 , P362 , P403+P233 , P405 , P501
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).
Chemical compound
Diphenylmethanol is the organic compound with the formula (C6 H5 )2 CHOH. Also known as benzhydrol , it is a white solid and the parent member of a large class of diaryl alcohols.
Preparation
Diphenylmethanol may be prepared by a Grignard reaction between phenylmagnesium bromide and benzaldehyde [citation needed ] . An alternative method involves reducing benzophenone with sodium borohydride or with zinc dust or with sodium amalgam and water.[ 3]
Uses and safety
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 / antiallergenic agents and antihypertensive agents . It is used in the synthesis of modafinil [ 4] and the benzhydryl group is present in the structure of many histamine H1 antagonists like diphenylhydramine . 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.
References