2,6-diphenylphenol

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Structural formula
Structural formula of 2,6-diphenylphenol
General
Surname 2,6-diphenylphenol
other names

2'-hydroxy- m -terphenyl

Molecular formula C 18 H 14 O
Brief description

white solid

External identifiers / databases
CAS number 2432-11-3
EC number 219-401-9
ECHA InfoCard 100.017.638
PubChem 75512
Wikidata Q20898365
properties
Molar mass 246.30 g mol −1
Physical state

firmly

density

1.12 g cm −3

Melting point

101-103 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
Toxicological data

240 mg kg −1 ( LD 50rabbittransdermal )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,6-Diphenylphenol is a chemical compound from the group of phenols .

Extraction and presentation

2,6-Diphenylphenol can be obtained from cyclohexanone .

properties

2,6-Diphenylphenol is a white solid. It has an orthorhombic crystal structure with the space group P 2 1 2 1 2 1 (space group no. 19) . Template: room group / 19

use

2,6-Diphenylphenol is used as a ligand in the synthesis of unchelated manganese oxygen clusters and in the preparation of derivatives of pyrazine-2,3-dicarbonitrile , which in turn is required as a precursor for the synthesis of octaazaphthalocyanine derivatives. It can also be polymerized to poly (2,6-diphenyl-p-phenylene oxide) .

It is a starting compound for the production of Reichardt's dye

Individual evidence

  1. a b c d e f g h data sheet 2,6-diphenylphenol, 98% from Sigma-Aldrich , accessed on September 1, 2015 ( PDF ).
  2. ^ Carl L. Yaws: Thermophysical Properties of Chemicals and Hydrocarbons . William Andrew, 2014, ISBN 978-0-323-29060-9 , pp. 335 ( limited preview in Google Book search).
  3. ^ Johannes Karl Fink: High Performance Polymers . William Andrew, 2014, ISBN 978-0-323-31143-4 , pp. 105 ( limited preview in Google Book search).
  4. K. Nakatsu, H. Yoshioka, K. Kunimoto, T. Kinugasa, S. Ueji: 2,6-Diphenylphenol: a structure containing an intramolecular O-H.π hydrogen bond. In: Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 34, pp. 2357-2359, doi: 10.1107 / S0567740878008183 .
  5. Manfred A. Kessler, Otto S. Wolfbeis: An Improved Synthesis of the Solvatochromic Dye ET-30 . In: Synthesis . tape 1988 , no. January 8 , 1988, pp. 635-636 , doi : 10.1055 / s-1988-27662 .