4-Phenylpyridine

Base Information

• Chemical Name: 4-Phenylpyridine
• CAS No.: 939-23-1
• Deprecated CAS: 82005-11-6
• Molecular Formula: C11H9N
• Molecular Weight: 155.199
• Hs Code.: 2933.39
• European Community (EC) Number: 213-357-4
• NSC Number: 77935,70375
• UNII: 452KD9YCG7
• DSSTox Substance ID: DTXSID5022140
• Nikkaji Number: J45.971B
• Wikidata: Q27258800
• Metabolomics Workbench ID: 45897
• ChEMBL ID: CHEMBL109074
• Mol file: 939-23-1.mol

Synonyms:4-phenylpyridine;p-phenylpyridine

Chemical Property of 4-Phenylpyridine

Chemical Property:

• Appearance/Colour: Light yellow to beige crystalline powder
• Vapor Pressure: 0.00623mmHg at 25°C
• Melting Point: 69-73 °C(lit.)
• Refractive Index: 1.575
• Boiling Point: 281 °C at 760 mmHg
• PKA: 5.45±0.10(Predicted)
• Flash Point: 111.1 °C
• PSA: 12.89000
• Density: 1.049 g/cm³
• LogP: 2.74860
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• Water Solubility.: SOLUBLE
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.073499291
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

4-Phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=NC=C2
• Uses: 4-Phenylpyridine is a useful synthetic intermediate. 4-Phenylpyridine has been shown to induce inhibition of mitochondrial respiration in mice.

Technology Process of 4-Phenylpyridine

There total 237 articles about 4-Phenylpyridine 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: 80.0%

para-iodoanisole (696-62-8) + C32H40BKN2O4 → p-phenylpyridine (939-23-1) + C34H42B2N2O4 + methoxybenzene (100-66-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1039/c8sc00008e

Reference yield: 76.0%

3-bromo-4-pyridyl phenyl sulfoxide (112921-55-8) + phenylmagnesium bromide → 3-phenylpyridine (1008-88-4) + p-phenylpyridine (939-23-1) + 1,1'-sulfinylbisbenzene (945-51-7)

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)96192-6

Reference yield: 73.0%

C18H31PolSn + 4-bromopyridine hydrochloride (19524-06-2) → p-phenylpyridine (939-23-1) + biphenyl (92-52-4,1594-86-1)

Guidance literature:

4-bromopyridine hydrochloride; With diisopropylamine; Inert atmosphere;

C₁₈H₃₁PolSn; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2009.09.034

upstream raw materials:

pyridine

benzenediazonium

N-nitrosoacetanilide

1-methyl-4-nitrosobenzene

Downstream raw materials:

N-(2',4'-dinitrophenyl)-4-phenylpyridinium chloride

4-phenyl-N-methylpyridinium iodide

4-Phenylpyridine 1-oxide

4-phenyl-pyridin-2-ylamine

Refernces

Syntheses, characterizations and theoretical calculations of rhodium(III) 1,2-naphthoquinone-1-oxime complexes

10.1016/j.ica.2009.12.033

The research aims to synthesize and characterize a series of rhodium(III) complexes containing the 1,2-naphthoquinone-1-oxime (1-nqo) ligand and different pyridine-type co-ligands (4-methylpyridine, 4-phenylpyridine, and 4-acetylpyridine). The purpose is to investigate their electronic transition behaviors and electrochemical properties. The study employs various characterization techniques, including single crystal X-ray crystallography, mass spectrometry, 1H–1H COSY NMR, FT-IR, UV–Vis absorption spectroscopy, and cyclic voltammetry, as well as theoretical calculations using DFT and TD-DFT methods. The key findings include the identification of metal to 1-nqo ligand charge transfer (MLCT) and chloride to 1-nqo ligand charge transfer (LLCT) transitions in the UV–Vis spectra, and the observation of irreversible, metal-localized two-electron reductions in the cyclic voltammograms. The research concludes that the electronic properties of these complexes are influenced by the nature of the pyridine-type co-ligands, with changes in their electron-donating ability affecting the energy levels of the triplet orbitals and the reductive potentials of the complexes.