4-phenylphenol

Structural formula
General
Surname	4-phenylphenol
other names	4-hydroxybiphenyl; p -phenylphenol; Biphenyl-4-ol; 4-biphenylene;
Molecular formula	C 12 H 10 O
Brief description	white solid with a phenolic odor
External identifiers / databases
EC number	202-179-2
ECHA InfoCard	100,001,982
PubChem	7103
Wikidata	Q27116056
properties
Molar mass	170.21 g mol −1
Physical state	firmly
Melting point	164-166 ° C
boiling point	321 ° C
solubility	50 g l −1 in methanol ; very sparingly soluble in water (0.7 g l −1 at 20 ° C); soluble in most organic solvents;
safety instructions
H and P phrases	H: 315-411
	P: 273
Toxicological data	150 mg kg −1 ( LD 50 , mouse , ip )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-Phenylphenol is a colorless solid from the group of phenols .

Extraction and presentation

4-phenylphenol can be obtained by Suzuki coupling of phenylboronic acid with 4-iodophenol in the presence of 10% palladium on charcoal and potassium carbonate are obtained.

properties

4-Phenylphenol is a flammable, hardly flammable, white, flaky solid with a phenol-like odor, which is very sparingly soluble in water.

use

4-Phenylphenol was used in the synthesis of a new polyphosphazene polyelectrolyte as a dispersant of single-walled carbon nanotubes in water. It is also used as a stabilizer for halogenated isoprene / isobutylene rubbers.

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on 4-phenylphenol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ ^a ^b ^c ^d ^e data sheet 4-phenylphenol, 97% from Sigma-Aldrich , accessed on June 3, 2017 ( PDF ).
↑ ^a ^b Michael Ash: Handbook of Preservatives . Synapse Info Resources, 2004, ISBN 978-1-890595-66-1 , pp. 489 ( limited preview in Google Book search).
↑ Brenton DeBoef: Internship instructions ( Memento of the original from September 17, 2012 in the Internet Archive ) Info: The archive link has been inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. @1@ 2
↑ Hidehiro Sakurai, Tatsuya Tsukuda, Toshikazu Hirao: Pd / C as a Reusable Catalyst for the Coupling Reaction of Halophenols and Arylboronic Acids in Aqueous Media. In: The Journal of Organic Chemistry . 67, 2002, p. 2721, doi : 10.1021 / jo016342k .
^ AG Kuznetsov, DN Korolev, NA Bumagin: Pd black in water as an efficient catalyst of the Suzuki reaction . In: Russian Chemical Bulletin . tape 52 , no. 8 , 2003, p. 1882-1883 , doi : 10.1023 / A: 1026097813946 .
↑ Joachim Voigt: The stabilization of plastics against light and heat . Springer-Verlag, 2013, ISBN 978-3-642-52097-6 , pp. 488 ( limited preview in Google Book search).

[GESTIS-1] Entry on 4-phenylphenol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[Sigma-2] ↑ ^a ^b ^c ^d ^e data sheet 4-phenylphenol, 97% from Sigma-Aldrich , accessed on June 3, 2017 ( PDF ).

[Michael_Ash-3] Michael Ash: Handbook of Preservatives . Synapse Info Resources, 2004, ISBN 978-1-890595-66-1 , pp. 489 ( limited preview in Google Book search).

[4] Brenton DeBoef: Internship instructions ( Memento of the original from September 17, 2012 in the Internet Archive ) Info: The archive link has been inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. @1@ 2

[5] Hidehiro Sakurai, Tatsuya Tsukuda, Toshikazu Hirao: Pd / C as a Reusable Catalyst for the Coupling Reaction of Halophenols and Arylboronic Acids in Aqueous Media. In: The Journal of Organic Chemistry . 67, 2002, p. 2721, doi : 10.1021 / jo016342k .

[6] AG Kuznetsov, DN Korolev, NA Bumagin: Pd black in water as an efficient catalyst of the Suzuki reaction . In: Russian Chemical Bulletin . tape 52 , no. 8 , 2003, p. 1882-1883 , doi : 10.1023 / A: 1026097813946 .

[Joachim_Voigt-7] Joachim Voigt: The stabilization of plastics against light and heat . Springer-Verlag, 2013, ISBN 978-3-642-52097-6 , pp. 488 ( limited preview in Google Book search).