4-Methoxybiphenyl

Base Information

• Chemical Name: 4-Methoxybiphenyl
• CAS No.: 613-37-6
• Molecular Formula: C13H12 O
• Molecular Weight: 184.238
• European Community (EC) Number: 210-339-8
• NSC Number: 3793
• UNII: 036WEA2OUD
• DSSTox Substance ID: DTXSID2060620
• Nikkaji Number: J53.465J
• Wikidata: Q72489349
• ChEMBL ID: CHEMBL3800635
• Mol file: 613-37-6.mol

Synonyms:4-methoxybiphenyl

Chemical Property of 4-Methoxybiphenyl

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00205mmHg at 25°C
• Melting Point: 86 - 90 C
• Refractive Index: 1.5744 (estimate)
• Boiling Point: 157 C at 10 mmHg
• Flash Point: 157°C/10mm
• Density: 1.03g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 184.088815002
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxybiphenyl >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=CC=C2

Technology Process of 4-Methoxybiphenyl

There total 1078 articles about 4-Methoxybiphenyl 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: 94.0%

carbon monoxide (201230-82-2) + para-iodoanisole (696-62-8) + phenylboronic acid (98-80-6) → 4-Methoxybenzophenone (611-94-9) + 4-methoxylbiphenyl (613-37-6)

Guidance literature:

With C₂₈H₄₄Cl₂N₄O₂Pd; potassium carbonate; at 100 ℃; for 5h; under 760.051 Torr; Reagent/catalyst; Schlenk technique; Sealed tube;

DOI:10.1016/j.ica.2016.05.021

Reference yield: 91.0%

carbon monoxide (201230-82-2) + tris(p-anisyl)ylantimony diacetate (545379-80-4) + phenylboronic acid (98-80-6) → 4-Methoxybenzophenone (611-94-9) + 4-methoxylbiphenyl (613-37-6)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 6h;

DOI:10.1016/j.jorganchem.2008.05.039

Reference yield: 90.0%

(4-Methoxy-phenylazo)-phenyl-methyl-hydroperoxide (109577-16-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-methoxylbiphenyl (613-37-6) + benzaldehyde (100-52-7) + phenol (108-95-2,27073-41-2)

Guidance literature:

for 23h; Heating;

DOI:10.1016/S0040-4039(00)95291-2

upstream raw materials:

diazomethane

4-Phenylphenol

iodobenzene

para-iodoanisole

Downstream raw materials:

4-(4'-methoxy-biphenyl-4-yl)-4-oxo-butyric acid

4-(4-methoxy-biphenyl-3-yl)-4-oxo-butyric acid

4-methoxy-4'-nitrobiphenyl

3-nitro-4-methoxybiphenyl

Refernces

• 1、 Chen, Jian,Zhang, Ju,Zhu, Dajian,Li, Tao. "Porphyrin-based polymer-supported palladium as an excellent and recyclable catalyst for Suzuki–Miyaura coupling reaction in water". . . Retrieved 2018.
• 2、 Mondal, Paramita,Banerjee, Sanjib,Roy, Anupam Singha,Mandal, Tarun K.,Islam. "In situ prepared mesoporous silica nanosphere supported palladium(ii) 2-aminopyridine complex catalyst for Suzuki-Miyaura cross-coupling reaction in water". . p. 20434 - 20442. Retrieved 2012.
• 3、 LeBlond, Carl R.,Andrews, Arthur T.,Sun, Yongkui,Sowa Jr., John R.. "Activation of Aryl Chlorides for Suzuki Cross-Coupling by Ligandless, Heterogeneous Palladium". . p. 1555 - 1557. Retrieved 2001.
• 4、 Hattori, Hatsuhiko,Fujita, Ken-ichi,Muraki, Takahito,Sakaba, Ai. "Suzuki-Miyaura reaction in water, conducted by employing an amphiphilic dendritic phosphine-palladium catalyst: a positive dendritic effect on chemical yield". . p. 6817 - 6820. Retrieved 2007.
• 5、 Marchenko, Anatoliy,Koidan, Georgyi,Hurieva, Anastasiia N.,Vlasenko, Yurii,Kostyuk, Aleksandr,Biffis, Andrea. "Chelate Palladium(II) Complexes with Saturated N-Phosphanyl-N-Heterocyclic Carbene Ligands: Synthesis and Catalysis". . p. 762 - 770. Retrieved 2016.
• 6、 Mejias, Nereida,Serra-Muns, Anna,Pleixats, Roser,Shafir, Alexandr,Tristany, Mar. "Water-soluble metal nanoparticles with PEG-tagged 15-membered azamacrocycles as stabilizers". . p. 7748 - 7755. Retrieved 2009.
• 7、 Li, Shaozhong,Zhang, Wei,So, Man-Ho,Che, Chi-Ming,Wang, Runming,Chen, Rong. "One-pot solvothermal synthesis of Pd/Fe3O4 nanocomposite and its magnetically recyclable and efficient catalysis for Suzuki reactions". . p. 81 - 87. Retrieved 2012.
• 8、 Duran Pachon, Laura,Thathagar, Mehul B.,Hartl, Frantisek,Rothenberg, Gadi. "Palladium-coated nickel nanoclusters: New Hiyama cross-coupling catalysts". . p. 151 - 157. Retrieved 2006.
• 9、 Peng, Xinwen,Ye, Wan,Ding, Yichun,Jiang, Shaohua,Hanif, Muddasir,Liao, Xiaojian,Hou, Haoqing. "Facile synthesis, characterization and application of highly active palladium nano-network structures supported on electrospun carbon nanofibers". . p. 42732 - 42736. Retrieved 2014.
• 10、 Lu, Feng,Ruiz, Jaime,Astruc, Didier. "Palladium-dodecanethiolate nanoparticles as stable and recyclable catalysts for the Suzuki-Miyaura reaction of aryl halides under ambient conditions". . p. 9443 - 9445. Retrieved 2004.