2'-bromo-2,6-dimethoxy-1,1'-Biphenyl

Base Information

• Chemical Name: 2'-bromo-2,6-dimethoxy-1,1'-Biphenyl
• CAS No.: 755017-61-9
• Molecular Formula: C14H13 Br O2
• Molecular Weight: 293.16
• Hs Code.: 2909309090
• European Community (EC) Number: 626-728-4
• DSSTox Substance ID: DTXSID10584684
• Nikkaji Number: J2.075.322F
• Wikidata: Q82476370
• Mol file: 755017-61-9.mol

Synonyms:2'-bromo-2,6-dimethoxy-1,1'-Biphenyl;755017-61-9;2'-Bromo-2,6-dimethoxybiphenyl;2-(2-bromophenyl)-1,3-dimethoxybenzene;SCHEMBL366191;2 inverted exclamation marka-Bromo-2,6-dimethoxybiphenyl;DTXSID10584684;PUOROVCYOTZRRV-UHFFFAOYSA-N;MFCD07369791;AKOS027263771;A9612;CS-0194949;2'-BROMO-2,6-DIMETHOXYBIPHENYL, 97%;E90060

Chemical Property of 2'-bromo-2,6-dimethoxy-1,1'-Biphenyl

Chemical Property:

• Melting Point: 143-146 °C(lit.)
• Boiling Point: 315.1±27.0 °C(Predicted)
• Flash Point: 123.1oC
• PSA: 18.46000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 4.13330
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 292.00989
• Heavy Atom Count: 17
• Complexity: 222

Purity/Quality:

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

2''-Bromo-2,6-dimethoxy-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 41-50/53
• Safety Statements: 26-36/39-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)C2=CC=CC=C2Br

Technology Process of 2'-bromo-2,6-dimethoxy-1,1'-Biphenyl

There total 11 articles about 2'-bromo-2,6-dimethoxy-1,1'-Biphenyl 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: 95.0%

1,3-Dimethoxybenzene (151-10-0) + 2,3-dibromobenzene (583-53-9) → 2'-bromo-2,6-dimethoxybiphenyl (755017-61-9)

Guidance literature:

1,3-Dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

2,3-dibromobenzene; In tetrahydrofuran; hexane; at 20 ℃; for 3h; Further stages.;

DOI:10.1016/j.tet.2004.06.010

Reference yield: 81.0%

2-bromo-1-chlorobenzene (694-80-4) + 1,3-Dimethoxybenzene (151-10-0) → 2'-bromo-2,6-dimethoxybiphenyl (755017-61-9)

Guidance literature:

1,3-Dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 5h;

2-bromo-1-chlorobenzene; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

DOI:10.1021/ja0474493

Reference yield: 64.0%

(2,6-dimethoxyphenyl)boronic acid (23112-96-1) + 2,3-dibromobenzene (583-53-9) → 2'-bromo-2,6-dimethoxybiphenyl (755017-61-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 90 ℃; for 24h;

DOI:10.1002/anie.201916480

upstream raw materials:

o-fluorobromobenzene

1,3-Dimethoxybenzene

2-bromo-1-chlorobenzene

2,3-dibromobenzene

Downstream raw materials:

2'-bromo-[1,1'-biphenyl]-2,6-diol

2-[(2',6'-dimethoxy-biphenyl-2-yl)-(2-methoxy-phenyl)-phosphanyl]-toluenesulfonic acid

2,6-dimethoxy-2'-naphthalen-1-ylbiphenyl

Refernces

• 1、 Saget, Tanguy,Lemouzy, Sebastien J.,Cramer, Nicolai. "Chiral monodentate phosphines and bulky carboxylic acids: Cooperative effects in palladium-catalyzed enantioselective C(sp3)-H functionalization". . p. 2238 - 2242. Retrieved 2012.
• 2、 Brueckner, Alexander C.,Campbell, Andrew D.,Cheong, Paul Ha-Yeon,Feoktistova, Taisiia,Grove, Markas A.,Munday, Elizabeth S.,Slawin, Alexandra M. Z.,Smith, Andrew D.,Walden, Daniel M.,Young, Claire M.. "Isothiourea-Catalyzed Atropselective Acylation of Biaryl Phenols via Sequential Desymmetrization/Kinetic Resolution". supporting information. p. 7897 - 7905. Retrieved 2020/03/23.