Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate

Base Information

• Chemical Name: Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate
• CAS No.: 80254-87-1
• Molecular Formula: C₁₄H₁₁FO₂
• Molecular Weight: 230.239
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID101189159
• Nikkaji Number: J756.834G
• Mol file: 80254-87-1.mol

Synonyms:Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate;80254-87-1;Methyl 4-(4-fluorophenyl)benzoate;Methyl 4'-fluoro-[1,1'-biphenyl]-4-carboxylate;methyl 4'-fluoro(1,1'-biphenyl)-4-carboxylate;methyl 4'-fluoro[1,1'-biphenyl]-4-carboxylate;SCHEMBL2952068;4'-FLUORO-BIPHENYL-4-CARBOXYLIC ACID METHYL ESTER;DTXSID101189159;MFCD05979321;AKOS002679817;AS-8751;methyl 4'-fluoro-4-biphenylyl-carboxylate;4-(4-Fluorophenyl)benzoic acid methyl ester;BB 0222614;CS-0193317;E89812;Methyl4'-fluoro-[1,1'-biphenyl]-4-carboxylate;[1,1'-Biphenyl]-4-carboxylic acid, 4'-fluoro-, methyl ester

Chemical Property of Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 230.07430775
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

99%, ^*data from raw suppliers

Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)F

Technology Process of Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate

There total 4 articles about Methyl 4'-fluoro-1,1'-biphenyl-4-carboxylate 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: 65.0%

C18H12FS2(1+)*CF3O3S(1-) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → methyl 4'-fluoro-[1,1'-biphenyl]-4-carboxylate (80254-87-1)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; at 50 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc00641f

Reference yield: 55.0%

4-fluorobenzenediazonium tetrafluoroborate (459-45-0) + C29H19AuF9O2P → methyl 4'-fluoro-[1,1'-biphenyl]-4-carboxylate (80254-87-1) + 4,4'-biphenyldicarboxylic acid dimethyl ester (792-74-5) + C42H24AuF18P2(1+)*BF4(1-)

Guidance literature:

In d⁽⁴⁾-methanol; at -78 - 20 ℃; for 4h; Temperature; Irradiation; Inert atmosphere;

DOI:10.1002/adsc.202101113

Reference yield: 44.0%

Methyl 4-chlorobenzoate (1126-46-1) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → methyl 4'-fluoro-[1,1'-biphenyl]-4-carboxylate (80254-87-1) + 4,4'-difluorobiphenyl (398-23-2)

Guidance literature:

With manganese; CoBr₂Bipy₂; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

DOI:10.1021/acscatal.0c03903

upstream raw materials:

Dihydroxy-styryl-boran

4-methoxycarbonylphenylboronic acid

Methyl 4-chlorobenzoate

4-fluorobenzonitrile

Downstream raw materials:

(4'-Fluoro-biphenyl-4-yl)-methanol

4-Methylbiphenyl

4'-fluoro-biphenyl-4-carboxylic acid