4-Phenylphenol

Base Information

• Chemical Name: 4-Phenylphenol
• CAS No.: 92-69-3
• Deprecated CAS: 110617-59-9,61840-56-0,215723-23-2,61840-56-0
• Molecular Formula: C12H10O
• Molecular Weight: 170.211
• Hs Code.: 29071900
• European Community (EC) Number: 202-179-2,215-333-9
• NSC Number: 1858
• UNII: 50LH4BZ6MD
• DSSTox Substance ID: DTXSID7021152
• Nikkaji Number: J3.561K
• Wikipedia: 4-Phenylphenol
• Wikidata: Q27116056
• Metabolomics Workbench ID: 54977
• ChEMBL ID: CHEMBL73380
• Mol file: 92-69-3.mol

Synonyms:4-hydroxybiphenyl;4-hydroxydiphenyl;4-phenylphenol;p-phenylphenol

Chemical Property of 4-Phenylphenol

Chemical Property:

• Appearance/Colour: Light tan solid (odour threshold detection limit 0.7 ppm)
• Vapor Pressure: 0.000428mmHg at 25°C
• Melting Point: 164-166 °C(lit.)
• Refractive Index: 1.604
• Boiling Point: 306.387 °C at 760 mmHg
• PKA: 9.55(at 25℃)
• Flash Point: 147.175 °C
• PSA: 20.23000
• Density: 1.111 g/cm³
• LogP: 3.05920
• Storage Temp.: 0-6°C
• Solubility.: methanol: soluble50mg/mL, clear, colorless
• Water Solubility.: 0.7 g/L (20 ºC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 170.073164938
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

4-Phenylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53-38
• Safety Statements: 26-36/37-61-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)O
• Uses: Biphenol, also known as p-phenyl phenol, is the intermediates of the fungicide bitertanol.It is used in the synthesis of oil-soluble resin and emulsifier; used as a component of corrosion-resistant paint, printing and dyeing carrier. P-hydroxybiphenyl synthesized red light enhancement and green light enhancement materials are one of the main raw materials for color films and are also used as analytical reagents. 4-Phenylphenol is an intermediate for the production of varnish resins and nonionogenic emulsifiers which are used in the plant protection,polyurethane, and dyeing sectors. Fluorescence and phosphorescence quantum yields and fluorescence and phosphorescence lifetimes were obtained for 4-phenylphenol adsorbed on filter paper with either NaCl, NaBr, or NaI at 296 and 93 K. The solid-surface fluorescence and phosphorescence quantum yield values and phosphorescence lifetime values were obtained for p-aminobenzoic acid (PABA) and 4-phenylphenol adsorbed on α-cyclodextrin/NaCl mixtures. 4-Phenylphenol is used as an antioxidant and is a potential EDC.

Technology Process of 4-Phenylphenol

There total 336 articles about 4-Phenylphenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

4-biphenylboronic acid (5122-94-1) + aniline (62-53-3) → biphenyl (92-52-4,1594-86-1) + 4-Phenylphenol (92-69-3) + 4,4''-oxydi-1,1'-biphenyl (58841-70-6) + 4-phenyldiphenylamine (32228-99-2)

Guidance literature:

With copper diacetate; triethylamine; In dichloromethane; at 25 ℃; Molecular sieve; Sealed tube;

DOI:10.1021/jacs.6b12800

Reference yield: 80.0%

4-Phenylbenzaldehyde (3218-36-8) → 4-Phenylphenol (92-69-3) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 20h;

DOI:10.1246/bcsj.61.4464

Reference yield: 59.0%

4-iodophenyl trifluoromethanesulfonate (109586-39-2) + phenylboronic acid (98-80-6) → 4-Phenylphenol (92-69-3) + [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; Heating;

DOI:10.1016/S0040-4039(00)88848-6

upstream raw materials:

n-butyl magnesium bromide

phosgene

diethyl ether

4-Phenoxybiphenyl

Downstream raw materials:

3-Pyrrolidinomethyl-biphenyl-4-ol

4-methoxylbiphenyl

2-Morpholinomethyl-4-phenylphenol

4-butoxy-1,1’-biphenyl

Refernces

• 1、 Basheer, Chanbasha,Jahir Hussain, Fathima Shahitha,Lee, Hian Kee,Valiyaveettil, Suresh. "Design of a capillary-microreactor for efficient Suzuki coupling reactions". . p. 7297 - 7300. Retrieved 2004.
• 2、 Kashin,Beletskaya. "Suzuki-miyaura reaction in water, catalyzed by palladium nanoparticles stabilized by pluronic F68 triblock copolymer". . p. 475 - 479. Retrieved 2011.
• 3、 Patel, Anish,Patel, Anjali. "Stabilized Palladium Nanoparticles: Synthesis, Multi-spectroscopic Characterization and Application for Suzuki–Miyaura Reaction". . p. 3534 - 3547. Retrieved 2018.
• 4、 Sultanova, Elza D.,Samigullina, Aida I.,Nastapova, Natalya V.,Nizameev, Irek R.,Kholin, Kirill V.,Morozov, Vladimir I.,Gubaidullin, Aidar T.,Yanilkin, Vitaliy V.,Kadirov, Marsil K.,Ziganshina, Albina Y.,Konovalov, Alexander I.. "Highly active Pd-Ni nanocatalysts supported on multicharged polymer matrix". . p. 5914 - 5919. Retrieved 2017.
• 5、 Tang, Weijie,Li, Jing,Jin, Xiaodong,Sun, Jian,Huang, Jingwei,Li, Rong. "Magnetically recyclable Fe@Pd/C as a highly active catalyst for Suzuki coupling reaction in aqueous solution". . p. 75 - 78. Retrieved 2014.
• 6、 Matsumura et al.. "". . p. 567. Retrieved 1971.
• 7、 Nishida, Elvis N.,Leopoldino, Elder C.,Zaramello, Laíze,Centurion, Higor A.,Gon?alves, Renato V.,Affeldt, Ricardo F.,Campos, Carlos E. M.,Souza, Bruno S.. "An Imidazole-Rich Pd(II)-Polymer Pre-catalyst for the Suzuki-Miyaura Coupling: Stability Influenced by Dissolved Oxygen and Reactants Concentration". . . Retrieved 2022/02/01.
• 8、 Martos, Mario,Pastor, Isidro M.. "Imidazolium-urea low transition temperature mixtures for the UHP-promoted oxidation of boron compounds". . . Retrieved 2022/01/03.