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Diphenylmethanol

From Wikipedia, the free encyclopedia
Diphenylmethanol[1]
Diphenylmethanol
Diphenylmethanol
Names
Preferred IUPAC name
Diphenylmethanol
Other names
Benzhydrol
Diphenylcarbinol
Hydroxydiphenylmethane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.001.849Edit this at Wikidata
EC Number
  • 202-033-8
UNII
  • InChI=1S/C13H12O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H checkY
    Key: QILSFLSDHQAZET-UHFFFAOYSA-N checkY
  • 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
  • OC(c1ccccc1)c2ccccc2
Properties
C13H12O
Molar mass184.238 g·mol−1
AppearanceWhite crystals
Density1.103 g/cm3
Melting point69 °C (156 °F; 342 K)
Boiling point298 °C (568 °F; 571 K)
0.5 g/L (20 °C)
−119.1·10−6 cm3/mol
Hazards[2]
GHS labelling:
GHS07: Exclamation mark
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 theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Diphenylmethanol is theorganic compound with the formula (C6H5)2CHOH. Also known asbenzhydrol, it is a white solid and the parent member of a large class of diaryl alcohols.

Preparation

[edit]

Diphenylmethanol may be prepared by aGrignard reaction betweenphenylmagnesium bromide andbenzaldehyde[citation needed]. An alternative method involves reducingbenzophenone withsodium borohydride or withzinc dust or with sodium amalgam and water.[3]

Uses and safety

[edit]

It has uses inperfume andpharmaceutical manufacture. In perfumery it is used as afixative. In pharmaceutical manufacture it is used in thesynthesis ofantihistamines /antiallergenic agents andantihypertensive agents . It is used in the synthesis ofmodafinil[4] and thebenzhydryl group is present in the structure of many histamineH1 antagonists likediphenylhydramine. Benzhydrol is also used in the production ofagrochemicals as well as other organic compounds and as a terminating group inpolymerizations.

Diphenylmethanol is anirritant to the eyes, skin and respiratory system.

References

[edit]
  1. ^MSDS[permanent dead link]
  2. ^"Diphenylmethanol".pubchem.ncbi.nlm.nih.gov.
  3. ^Wiselogle, F. Y.; Sonneborn, III, H. (1928). "Benzohydrol".Organic Syntheses.8: 23.doi:10.15227/orgsyn.008.0024.
  4. ^EP 1583739, Rose, Sebastien & Klein, Dominique, "Method for preparing methyl 2-diphenylmethylsulfinylacetate", published 2005-10-12, assigned to Organisation de Synthese Mondi 
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