:Diphenylmethanol
{{chembox
| Watchedfields = changed
| verifiedrevid = 432681189
| Name = Diphenylmethanol
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Diphenylmethanol.png
| ImageSize =
| ImageName = Diphenylmethanol
| ImageFile1 = Diphenylmethanol-from-xtal-3D-bs-17.png
| PIN = Diphenylmethanol
| OtherNames = Benzhydrol
Diphenylcarbinol
Hydroxydiphenylmethane
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6770
| ChEBI = 156087
| EC_number = 202-033-8
| PubChem = 7037
| InChI = 1/C13H12O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H
| SMILES = OC(c1ccccc1)c2ccccc2
| InChIKey = QILSFLSDHQAZET-UHFFFAOYAG
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C13H12O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = QILSFLSDHQAZET-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 91-01-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = S4HQ1H8OWD
}}
|Section2={{Chembox Properties
| C=13 | H=12 | O=1
| Appearance = White crystals
| Density = 1.103 g/cm3
| Solubility = 0.5 g/L (20 °C)
| MeltingPtC = 69
| MeltingPt_notes =
| BoilingPtC = 298
| pKa =
| Viscosity =
| MagSus = −119.1·10−6 cm3/mol
}}
|Section7={{Chembox Hazards
| ExternalSDS =
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}
}}
|Section8={{Chembox Related
| OtherCompounds = Benzophenone}}
}}
Diphenylmethanol is the organic compound with the formula (C6H5)2CHOH. 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{{cn|date=July 2022}}. An alternative method involves reducing benzophenone with sodium borohydride or with zinc dust or with sodium amalgam and water.{{OrgSynth | first1= F. Y.|last1=Wiselogle |first2= H.|last2=Sonneborn, III | title = Benzohydrol | year = 1928| doi= 10.15227/orgsyn.008.0024| volume = 8 | page= 23}}
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{{Cite patent|country=EP|number=1583739|title=Method for preparing methyl 2-diphenylmethylsulfinylacetate|pubdate=2005-10-12
|assign=Organisation de Synthese Mondi
|inventor1-last=Rose |inventor1-first=Sebastien
|inventor2-last=Klein |inventor2-first=Dominique
}} 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.