2,2'-DIMETHOXYBIPHENYL

Base Information

• Chemical Name: 2,2'-DIMETHOXYBIPHENYL
• CAS No.: 4877-93-4
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 2909309090
• Mol file: 4877-93-4.mol

Synonyms:Biphenyl,2,2'-dimethoxy- (6CI,7CI,8CI);2,2'-Dimethoxy-1,1'-biphenyl;2,2'-Dimethoxybiphenyl;

Chemical Property of 2,2'-DIMETHOXYBIPHENYL

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Melting Point: 153-157 °C
• Refractive Index: 1.5570 (estimate)
• Boiling Point: 307.5 °C at 760 mmHg
• Flash Point: 98.5 °C
• PSA: 18.46000
• Density: 1.056g/cm³
• LogP: 3.37080
• Storage Temp.: 2-8°C
• Solubility.: Soluble in chloroform, methanol.

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2''-Dimethoxy-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2,2'-DIMETHOXYBIPHENYL is used in the synthesis of biphenyl scaffolds in the preparation of biphenyl-tetrathiafulvalene derivatives. 2,2-Dimethoxy-1,1-biphenyl is used in the synthesis of biphenyl scaffolds in the preparation of biphenyl-tetrathiafulvalene derivatives.

Technology Process of 2,2'-DIMETHOXYBIPHENYL

There total 138 articles about 2,2'-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: 93.0%

methoxybenzene (100-66-3) → 4-iodoanisol (529-28-2) + 2,2'-Dimethoxybiphenyl (4877-93-4)

Guidance literature:

methoxybenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; cobalt(II) bromide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h;

With iodine; In tetrahydrofuran; hexane; at 20 ℃;

With water; sodium thiosulfate; In tetrahydrofuran; hexane;

DOI:10.1016/j.tet.2010.09.053

Reference yield: 93.0%

2-bromoanisole (578-57-4) + zinc (7440-66-6) → 2,2'-Dimethoxybiphenyl (4877-93-4) + methoxybenzene (100-66-3) + 2-methoxyphenylzinc bromide (150766-94-2)

Guidance literature:

With trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then arylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 90.0%

4-iodoanisol (529-28-2) + 2-bromobenzoic acid methyl ester (610-94-6) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 2,2'-Dimethoxybiphenyl (4877-93-4) + 4,4'-biphenyldicarboxylic acid dimethyl ester (792-74-5) + 2'-methoxy-biphenyl-2-carboxylic acid methyl ester (63506-58-1)

Guidance literature:

With pyridine; tetrabutylammonium tetrafluoroborate; In acetonitrile; at 20 ℃; Electrolysis; iron rod as anode; stainless steel grid as cathode;

DOI:10.1016/S0040-4020(02)01030-X

upstream raw materials:

7-bromo-benzo[1,3]dioxole-5-carbaldehyde

4-iodoanisol

2-bromoanisole

4-methoxyphenyl magnesium bromide

Downstream raw materials:

dibenzofuran

Refernces

• 1、 Bomparola, Roberta,Davies, Robert P.,Lal, Steven,White, Andrew J. P.. "Functionalized organocuprates: Structures of lithium and magnesium grignard 2-methoxyphenylcuprates". . p. 7877 - 7883. Retrieved 2012.
• 2、 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.
• 3、 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.