4-Bromo-3'-methoxybiphenyl

Base Information

• Chemical Name: 4-Bromo-3'-methoxybiphenyl
• CAS No.: 74447-69-1
• Molecular Formula: C13H11BrO
• Molecular Weight: 263.134
• DSSTox Substance ID: DTXSID90373710
• Nikkaji Number: J701.674C
• Wikidata: Q72446151
• Mol file: 74447-69-1.mol

Synonyms:4-Bromo-3'-methoxybiphenyl;74447-69-1;1-bromo-4-(3-methoxyphenyl)benzene;4'-Bromo-3-Methoxy-1,1'-biphenyl;4'-bromo-3-methoxybiphenyl;SCHEMBL1180763;DTXSID90373710;WCGIXEAVNURZGB-UHFFFAOYSA-N;3-Methoxy-4'-bromo-1,1'-biphenyl;AKOS004116382;FS-6096;A838137;J-004514

Chemical Property of 4-Bromo-3'-methoxybiphenyl

Chemical Property:

• Boiling Point: 132°C/0.1mm
• Flash Point: 140℃
• Density: 1.350
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 261.99933
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

98%min ^*data from raw suppliers

4-BROMO-3'-METHOXYBIPHENYL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-3'-methoxybiphenyl

There total 9 articles about 4-Bromo-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: 95.0%

1.4-dibromobenzene (106-37-6) + 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → 4'-bromo-3-methoxy-1,1'-biphenyl (74447-69-1)

Guidance literature:

With sodium carbonate; In ethanol; water; at 80 ℃; for 0.25h; Catalytic behavior;

DOI:10.1016/j.jorganchem.2019.01.014

Reference yield: 73.0%

2-(3-methoxyphenyl)-5, 5-dimethyl-1,3,2-dioxaborinane (1003858-50-1) + 1-bromo-4-(trimethylsilyl)benzene (6999-03-7) → 4'-bromo-3-methoxy-1,1'-biphenyl (74447-69-1)

Guidance literature:

With dichloro(N-(diphenylphosphino)-N-isopropyl-1,1-diphenylphosphinamine) digold(I); [bis(acetoxy)iodo]benzene; silver(I) 4-methylbenzenesulfonate; In 1,1,2-trichloroethane; at 110 ℃; for 1h; Sealed tube;

Reference yield: 70.0%

3-methoxyphenyl bromide (2398-37-0) + 4-methoxyphenylboronic acid (5720-07-0) → 4'-bromo-3-methoxy-1,1'-biphenyl (74447-69-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In toluene; at 90 - 100 ℃; for 14h; Inert atmosphere;

DOI:10.1002/chem.200801925

upstream raw materials:

α-(4-bromophenylazo)triphenylmethane

methoxybenzene

3-methoxyphenyl bromide

1,4-bromoiodobenzene

Downstream raw materials:

4'-bromo-[1,1'-biphenyl]-3-ol

3'-methoxy-[1,1'-biphenyl]-4-sulfonyl chloride

(3'-hydroxybiphenyl-4-yl)diphenylmethanol

4-(2-hydroxyadamantan-2-yl)-3'-hydroxybiphenyl

Refernces

• 1、 Rafiee, Fatemeh,Khavari, Parvaneh,Payami, Zahra,Ansari, Narges. "Palladium nanoparticles immobilized on the magnetic few layer graphene support as a highly efficient catalyst for ligand free Suzuki cross coupling and homo coupling reactions". . p. 78 - 85. Retrieved 2019/01/30.
• 2、 Liu, Kai,Li, Nian,Ning, Yunyun,Zhu, Chengjian,Xie, Jin. "Gold-Catalyzed Oxidative Biaryl Cross-Coupling of Organometallics". supporting information. p. 2718 - 2730. Retrieved 2019/10/09.