4-Phenylphenol, also known as biphenyl-4-ol and 4-hydroxybiphenyl is an organic compound. It is a phenol analog of biphenyl.
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IUPAC name
4-phenylphenol
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Other names
4-Hydroxybiphenyl; 4-Phenylphenol; (1,1'-Biphenyl)-4-ol; 1-Hydroxy-4-phenylbenzene; 4-Biphenylol; 4-Diphenylol; 4-Hydroxydiphenyl
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.982 |
EC Number |
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KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C12H10O | |
Molar mass | 170.211 g·mol−1 |
Melting point | 164–165 °C (327–329 °F; 437–438 K) |
Boiling point | 305–308 °C (581–586 °F; 578–581 K) |
Hazards | |
GHS labelling: | |
Warning | |
H315, H319, H335, H411 | |
P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Production
edit4-Phenylphenol can be obtained from the Suzuki coupling of phenylboronic acid with 4-iodophenol in the presence of 10% palladium on carbon and potassium carbonate.[1][2]
Properties
edit4-Phenylphenol is a flammable, difficult to ignite, white, scaly solid with a phenol-like odor that is very slightly soluble in water.[3]
References
edit- ^ Sakurai, Hidehiro; Tsukuda, Tatsuya; Hirao, Toshikazu (1 April 2002). "Pd/C as a Reusable Catalyst for the Coupling Reaction of Halophenols and Arylboronic Acids in Aqueous Media". The Journal of Organic Chemistry. 67 (8): 2721–2722. doi:10.1021/jo016342k. PMID 11950328.
- ^ Kuznetsov, A. G.; Korolev, D. N.; Bumagin, N. A. (2003). "Pd black in water as an efficient catalyst of the Suzuki reaction". Russian Chemical Bulletin. 52 (8): 1882–1883. doi:10.1023/A:1026097813946. S2CID 98139638.
- ^ "GESTIS-Stoffdatenbank". gestis.dguv.de.