3-bromo-4'-methyl-1,1'-Biphenyl

Base Information

• Chemical Name: 3-bromo-4'-methyl-1,1'-Biphenyl
• CAS No.: 844856-52-6
• Molecular Formula: C₁₃H₁₁Br
• Molecular Weight: 247.134
• Hs Code.: 2903999090
• European Community (EC) Number: 801-920-2
• Nikkaji Number: J1.948.434C
• Mol file: 844856-52-6.mol

Synonyms:3-bromo-4'-methyl-1,1'-Biphenyl;844856-52-6;3-Bromo-4'-methylbiphenyl;1-bromo-3-(4-methylphenyl)benzene;3-Bromo-4'-methyl-biphenyl;3'-Bromo-4-methylbiphenyl;SCHEMBL4316550;AMY33163;AKOS015966140;E97751

Chemical Property of 3-bromo-4'-methyl-1,1'-Biphenyl

Chemical Property:

• Melting Point: 42.9-43.2 °C
• Boiling Point: 313.7±11.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.320±0.06 g/cm3(Predicted)
• LogP: 4.42450
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 246.00441
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

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

3-BROMO-4'-METHYL-BIPHENYL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC(=CC=C2)Br

Technology Process of 3-bromo-4'-methyl-1,1'-Biphenyl

There total 6 articles about 3-bromo-4'-methyl-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: 77.0%

1,3-dibromobenzene (108-36-1) + potassium (4-methylphenyl)trifluoroborate → 3-bromo-4'-methylbiphenyl (844856-52-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium chloride; sodium carbonate; triphenylphosphine; In ethanol; water; toluene; at 40 ℃; for 6h; Sealed tube;

DOI:10.1002/ejoc.201400090

Reference yield: 27.0%

1,3-dibromobenzene (108-36-1) + 4-methylphenylboronic acid (5720-05-8) → 3-bromo-4'-methylbiphenyl (844856-52-6) + 1,3-di(p-tolyl)benzene (19399-68-9)

Guidance literature:

With disodium[(N,N’-bis(2-hydroxy-5-sulfonatobenzyl)-1,2-diphenyl-1,2-diaminoethano)palladate(II)]; caesium carbonate; In water; at 80 ℃; for 1h;

DOI:10.3390/molecules25173993

Reference yield:

C13H8BiBr2F3O3S*C6H18N3OP + 4-methylphenylboronic acid (5720-05-8) → 3-bromo-4'-methylbiphenyl (844856-52-6)

Guidance literature:

C₁₃H₈BiBr₂F₃O₃S*C₆H₁₈N₃OP; With 4-ClMg-C₆H₄O-CH₂-polystyrene; In tetrahydrofuran; at -30 - 20 ℃;

4-methylphenylboronic acid; With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; at 40 ℃; for 12h;

With bromine; In 1,2-dichloro-ethane; at 60 ℃; for 12h;

DOI:10.1021/jo051803d

upstream raw materials:

1,3-dibromobenzene

4-methylphenylboronic acid

bromobenzene

4-methylbenzenediazonium tetrafluoroborate

Refernces

• 1、 Lee, Juyoung,Hong, Boseok,Lee, Anna. "Visible-Light-Promoted, Catalyst-Free Gomberg-Bachmann Reaction: Synthesis of Biaryls". . p. 9297 - 9306. Retrieved 2019/08/12.
• 2、 Minard, Corinne,Palacio, Carole,Cariou, Kevin,Dodd, Robert H.. "Selective Suzuki-Miyaura monocouplings with symmetrical dibromoarenes and aryl ditriflates for the one-pot synthesis of unsymmetrical triaryls". . p. 2942 - 2955. Retrieved 2014/05/20.