3,3'-Dimethoxybiphenyl

Base Information

• Chemical Name: 3,3'-Dimethoxybiphenyl
• CAS No.: 6161-50-8
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• European Community (EC) Number: 228-187-6
• NSC Number: 60032
• UNII: 4GCC093S7J
• DSSTox Substance ID: DTXSID40210626
• Nikkaji Number: J105.220I
• Wikidata: Q27259562
• Mol file: 6161-50-8.mol

Synonyms:3,3'-Dimethoxybiphenyl;6161-50-8;3,3'-Bianisole;3,3'-Dimethoxy-1,1'-biphenyl;1-methoxy-3-(3-methoxyphenyl)benzene;Biphenyl, 3,3'-dimethoxy-;1,1'-Biphenyl, 3,3'-dimethoxy-;UNII-4GCC093S7J;4GCC093S7J;EINECS 228-187-6;NSC-60032;NSC60032;Biphenyl,3'-dimethoxy-;1, 3,3'-dimethoxy-;SCHEMBL196765;3,3'-Dimethoxybiphenyl, 97%;UCHNVSDXSPIKRG-UHFFFAOYSA-;DTXSID40210626;AMY25181;3,3'-Dimethoxy-1,1'-biphenyl #;MFCD00008391;NSC 60032;AKOS015851636;1-methoxy-3-(3-methoxyphenyl)-benzene;FT-0600431;A833139;Q27259562

Chemical Property of 3,3'-Dimethoxybiphenyl

Chemical Property:

• Melting Point: 44-45 °C(lit.)
• Refractive Index: 1.5570 (estimate)
• Boiling Point: 326 °C at 760 mmHg
• Flash Point: 129.8 °C
• PSA: 18.46000
• Density: 1.056 g/cm³
• LogP: 3.37080
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 183

Purity/Quality:

99%, ^*data from raw suppliers

3,3''-Dimethoxy-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C2=CC(=CC=C2)OC
• Uses: 3,3''-Dimethoxy-1,1''-biphenyl is a useful reactant in organic synthesis.

Technology Process of 3,3'-Dimethoxybiphenyl

There total 111 articles about 3,3'-Dimethoxybiphenyl 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: 99.0%

3-methoxyphenyl bromide (2398-37-0) → 3,3'-dimethoxybiphenyl (6161-50-8)

Guidance literature:

With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; (C₅H₅)2Zr(OC₄H₈)N(Si(CH₃)3)CH(C₆H₅); bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 80 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.chempr.2021.06.007

Reference yield: 99.0%

3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → 3,3'-dimethoxybiphenyl (6161-50-8)

Guidance literature:

With potassium acetate; silver(l) oxide; In methanol; at 40 ℃; for 15h;

DOI:10.1016/j.tet.2016.09.035

Reference yield: 97.0%

3-methoxy-1-iodobenzene (766-85-8) → 3,3'-dimethoxybiphenyl (6161-50-8)

Guidance literature:

With potassium phosphate; bis(pinacol)diborane; cyclopalladated ferrocenylimine; In N,N-dimethyl-formamide; at 100 ℃; for 14h;

DOI:10.1016/j.tet.2007.03.108

upstream raw materials:

3-methoxy-1-iodobenzene

3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

(3-methoxyphenyl)magnesium bromide

1,1'-biphenyl-3,3'-diol

Downstream raw materials:

2,8-dimethoxyl-5-phenyldibenzophosphole

2,8-dimethoxy-5-phenyldibenzophosphole 5-oxide

3,2',2'',2''',2'''',3'''''-Hexamethoxy-[1,4';1',1'';4'',4''';1''',1'''';4'''',1''''']sexiphenyl

[1,4';1',1'';4'',4''';1''',1'''';4'''',1''''']Sexiphenyl-3,2',2'',2''',2'''',3'''''-hexaol

Refernces

• 1、 Uzelac, Marina,Mastropierro, Pasquale,de Tullio, Marco,Borilovic, Ivana,Tarrés, Màrius,Kennedy, Alan R.,Aromí, Guillem,Hevia, Eva. "Tandem Mn–I Exchange and Homocoupling Processes Mediated by a Synergistically Operative Lithium Manganate". supporting information. p. 3247 - 3253. Retrieved 2020/12/11.
• 2、 Jiang, Hang,Wu, Zhuo,Zhang, Yanghui. "Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generatedviaC(sp3)-H activation". . p. 8531 - 8536. Retrieved 2021/07/02.