3-Methoxybiphenyl

Base Information

• Chemical Name: 3-Methoxybiphenyl
• CAS No.: 2113-56-6
• Molecular Formula: C13H12 O
• Molecular Weight: 184.238
• Hs Code.: 29093090
• European Community (EC) Number: 666-104-9
• NSC Number: 86603
• DSSTox Substance ID: DTXSID60292969
• Nikkaji Number: J99.437E
• Wikidata: Q82031498
• ChEMBL ID: CHEMBL3814155
• Mol file: 2113-56-6.mol

Synonyms:3-Methoxybiphenyl;2113-56-6;1-methoxy-3-phenylbenzene;3-Methoxy-1,1'-biphenyl;Anisole, m-phenyl-;1,1'-Biphenyl, 3-methoxy-;3-Methoxy-biphenyl;3-phenylanisole;3-methoxy biphenyl;NSC86603;SCHEMBL458391;3-Methoxy-1,1'-biphenyl #;CHEMBL3814155;SCHEMBL12015208;DTXSID60292969;CAA11356;MFCD00027514;NSC-86603;AKOS015962970;AC-18696;AS-58483;CS-0213056;FT-0634041;M1358;T72069

Chemical Property of 3-Methoxybiphenyl

Chemical Property:

• Vapor Pressure: 0.00304mmHg at 25°C
• Melting Point: 88-90 °C
• Refractive Index: 1.6070-1.6100
• Boiling Point: 293.4°Cat760mmHg
• Flash Point: 113.6°C
• PSA: 9.23000
• Density: 1.03g/cm³
• LogP: 3.36220
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 184.088815002
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxybiphenyl ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C2=CC=CC=C2

Technology Process of 3-Methoxybiphenyl

There total 221 articles about 3-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: 75.0%

iodobenzene (591-50-4) + 3-methoxy-1-iodobenzene (766-85-8) → 3,3'-dimethoxybiphenyl (6161-50-8) + 3-methoxybiphenyl (2113-56-6)

Guidance literature:

With palladium diacetate; potassium carbonate; In butanone; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol802865c

Reference yield: 60.0%

perbenzoyl p-nitrophenyl carbonate (42464-09-5) + methoxybenzene (100-66-3) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-methoxylbiphenyl (613-37-6) + 2-methoxy-1,1'-biphenyl (86-26-0,292625-97-9) + 3-methoxybiphenyl (2113-56-6)

Guidance literature:

at 180 ℃; for 5h; Further byproducts given;

DOI:10.1021/ja00405a043

Reference yield: 53.0%

3-methoxyphenyl bromide (2398-37-0) + triphenylphosphine (603-35-0) → 3,3'-dimethoxybiphenyl (6161-50-8) + 3-methoxybiphenyl (2113-56-6)

Guidance literature:

With palladium diacetate; 2-hydroxy-2-phenylacetophenone; caesium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.06.045

upstream raw materials:

benzophenone

3-methoxyphenyl bromide

diethyl ether

phenyllithium

Downstream raw materials:

Diphenyl(2-methoxy-4-phenyl-phenyl)-phosphin

Diphenyl(2-methoxy-6-phenylphenyl)-phosphin

meta-quaterphenyl

2-([1,1'-biphenyl]-3-yl)-5,5-dimethyl-1,3,2-dioxaborinane

Refernces

• 1、 Baran, Talat,Inanan, Tülden,Mente?, Ayfer. "Synthesis, characterization, and catalytic activity in Suzuki coupling and catalase-like reactions of new chitosan supported Pd catalyst". . p. 20 - 29. Retrieved 2016.
• 2、 Gao, Yongjun,Tang, Pei,Zhou, Hu,Zhang, Wei,Yang, Hanjun,Yan, Ning,Hu, Gang,Mei, Donghai,Wang, Jianguo,Ma, Ding. "Graphene Oxide Catalyzed C-H Bond Activation: The Importance of Oxygen Functional Groups for Biaryl Construction". . p. 3124 - 3128. Retrieved 2016.
• 3、 Xu, Zhen,Gao, Li,Wang, Lele,Gong, Meiwei,Wang, Wenfeng,Yuan, Rusheng. "Visible Light Photoredox Catalyzed Biaryl Synthesis Using Nitrogen Heterocycles as Promoter". . p. 45 - 50. Retrieved 2015.
• 4、 Blug, Matthias,Guibert, Clément,Le Goff, Xavier-Frederic,Mézailles, Nicolas,Le Floch, Pascal. "1-Phosphabarrelene complexes of palladium and their use in Suzuki-Miyaura coupling reactions". . p. 201 - 203. Retrieved 2009.
• 5、 Li, Yonglong,Hu, Yanfang,Shi, Faxing,Li, Haixia,Xie, Wei,Chen, Jun. "C?H Arylation on Nickel Nanoparticles Monitored by In Situ Surface-Enhanced Raman Spectroscopy". . p. 9049 - 9053. Retrieved 2019.
• 6、 Baillie, Colin,Zhang, Lixin,Xiao, Jianliang. "Ferrocenyl monophosphine ligands: Synthesis and applications in the Suzuki-Miyaura coupling of aryl chlorides". . p. 7779 - 7782. Retrieved 2004.
• 7、 Mutoh, Yuichiro,Yamamoto, Kensuke,Saito, Shinichi. "Suzuki-miyaura cross-coupling of 1,8-diaminonaphthalene (dan)-protected arylboronic acids". . p. 352 - 357. Retrieved 2020.
• 8、 Veisi, Hojat,Mirzaei, Amin,Mohammadi, Pourya. "Palladium nanoparticles decorated into a biguanidine modified-KIT-5 mesoporous structure: A recoverable nanocatalyst for ultrasound-assisted Suzuki-Miyaura cross-coupling". . p. 41581 - 41590. Retrieved 2019.
• 9、 Baran, Talat,Y?lmaz Baran, Nuray,Mente?, Ayfer. "A new air and moisture stable robust bio-polymer based palladium catalyst for highly efficient synthesis of biaryl compounds". . . Retrieved 2018.
• 10、 Fan, Xin-Heng,Yang, Lian-Ming. "Room-temperature nickel-catalysed Suzuki-Miyaura reactions of aryl sulfonates/halides with arylboronic acids". . p. 1467 - 1471. Retrieved 2011.