3-(4-Benzyloxyphenyl)benzoic acid

Base Information

• Chemical Name: 3-(4-Benzyloxyphenyl)benzoic acid
• CAS No.: 167627-37-4
• Molecular Formula: C20H16O3
• Molecular Weight: 304.345
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID80602440
• Wikidata: Q82499518
• Mol file: 167627-37-4.mol

Synonyms:3-(4-Benzyloxyphenyl)benzoic acid;167627-37-4;3-(4-phenylmethoxyphenyl)benzoic acid;4'-(Benzyloxy)[1,1'-biphenyl]-3-carboxylic acid;4'-(Benzyloxy)-[1,1'-biphenyl]-3-carboxylic acid;[1,1'-Biphenyl]-3-carboxylic acid, 4'-(phenylmethoxy)-;SCHEMBL7477872;DTXSID80602440;MFCD06802254;AKOS004116234;BS-21695;DB-365481;4'-(Benzyloxy)-[1,1'-biphenyl]-3-carboxylicacid;4/'-(BENZYLOXY)[1,1/'-BIPHENYL]-3-CARBOXYLIC ACID

Chemical Property of 3-(4-Benzyloxyphenyl)benzoic acid

Chemical Property:

• Boiling Point: 519.1±43.0 °C(Predicted)
• PKA: 4.14±0.10(Predicted)
• PSA: 46.53000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 4.63080
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 304.109944368
• Heavy Atom Count: 23
• Complexity: 367

Purity/Quality:

97% ^*data from raw suppliers

4'-(Benzyloxy)-[1,1'-biphenyl]-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C3=CC(=CC=C3)C(=O)O

Technology Process of 3-(4-Benzyloxyphenyl)benzoic acid

There total 7 articles about 3-(4-Benzyloxyphenyl)benzoic acid 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: 84.0%

methyl 4'-benzyloxybiphenyl-3-carboxylate → 4'-(benzyloxy)-1,1'-biphenyl-3-carboxylic acid (167627-37-4)

Guidance literature:

With water; potassium hydroxide; In ethanol; Reflux;

DOI:10.1039/c5tc00015g

Reference yield: 77.0%

4'-hydroxy-1,1'-biphenyl-3-carboxylic acid (121629-21-8) + benzyl bromide (100-39-0) → 4'-(benzyloxy)-1,1'-biphenyl-3-carboxylic acid (167627-37-4)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Reflux;

DOI:10.3762/bjoc.10.75

Reference yield:

[4-(benzyloxy)phenyl]boronic acid (146631-00-7) → 4'-(benzyloxy)-1,1'-biphenyl-3-carboxylic acid (167627-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,2-dimethoxyethane / 4 h / Inert atmosphere; Reflux

2: potassium hydroxide; water / ethanol / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydrogencarbonate; potassium hydroxide; In 1,2-dimethoxyethane; ethanol; 1: |Suzuki Coupling;

DOI:10.1039/c5tc00015g

upstream raw materials:

ethyl 4′-methoxy-[1,1′-biphenyl]-3-carboxylate

4'-hydroxy-1,1'-biphenyl-3-carboxylic acid

benzyl bromide

4-methoxyphenylboronic acid