4'-Hydroxy-biphenyl-3-carboxylic acid

Base Information

• Chemical Name: 4'-Hydroxy-biphenyl-3-carboxylic acid
• CAS No.: 121629-21-8
• Molecular Formula: C13H10 O3
• Molecular Weight: 214.221
• Hs Code.: 2922299090
• European Community (EC) Number: 673-761-5
• DSSTox Substance ID: DTXSID00352293
• Nikkaji Number: J111.182E
• Wikidata: Q82129349
• ChEMBL ID: CHEMBL4093894
• Mol file: 121629-21-8.mol

Synonyms:121629-21-8;4'-Hydroxy-biphenyl-3-carboxylic acid;3-(4-hydroxyphenyl)benzoic acid;4'-Hydroxybiphenyl-3-carboxylic acid;4'-Hydroxy-[1,1'-biphenyl]-3-carboxylic acid;4'-hydroxy biphenyl-3-carboxylic acid;[1,1'-Biphenyl]-3-carboxylic acid, 4'-hydroxy-;4'-hydroxy[1,1'-biphenyl]-3-carboxylic acid;3'-carboxybiphenyl-4-ol;IFLab2_000269;Oprea1_229211;IFLab1_004221;SCHEMBL1165306;CHEMBL4093894;DTXSID00352293;WINNQOZTIDYENK-UHFFFAOYSA-N;HMS1423P19;WEA62921;MFCD01910126;4'-Hydroxy-3-biphenylcarboxylic acid;AKOS001065181;IDI1_019295;BS-21032;BB 0223345;EU-0039746;EN300-04179;4'-Hydroxy-[1,1'-biphenyl]-3-carboxylicacid;F79735;SR-01000446515;SR-01000446515-1;Z56887634;F0875-0028;JSX

Chemical Property of 4'-Hydroxy-biphenyl-3-carboxylic acid

Chemical Property:

• Boiling Point: 441.0±28.0 °C(Predicted)
• PKA: 4.16±0.10(Predicted)
• PSA: 57.53000
• Density: 1.292±0.06 g/cm3(Predicted)
• LogP: 2.75740
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

4''-Hydroxybiphenyl-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)O)C2=CC=C(C=C2)O
• Uses: 4''-Hydroxybiphenyl-3-carboxylic Acid is a biaryl compound that can be prepared via palladium bis[(dipiperidinylphosphino)amino]phenyl-catalyzed Suzuki-Miyaura cross coupling reactions of organoboronic acids or trifluoroborates and aryl bromides and can also be synthesized by simultaneous hydroxylation and carboxylation of biphenyls. 4''-Hydroxybiphenyl-3-carboxylic Acid is a useful building block with applications in various syntheses.

Technology Process of 4'-Hydroxy-biphenyl-3-carboxylic acid

There total 1 articles about 4'-Hydroxy-biphenyl-3-carboxylic 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:

formic acid (64-18-6) + biphenyl (92-52-4,1594-86-1) → 4,4'-Dihydroxybiphenyl (92-88-6) + 4'-Hydroxybiphenyl-4-carboxylic acid (58574-03-1) + 4'-hydroxy-1,1'-biphenyl-3-carboxylic acid (121629-21-8)

Guidance literature:

With dipotassium peroxodisulfate; trifluoroacetic acid; palladium(II) trifluoroacetate; In dichloromethane; at 50 ℃; for 48h;

DOI:10.1021/ol049166l

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: 53.0%

4'-hydroxy-1,1'-biphenyl-3-carboxylic acid (121629-21-8) + benzyl chloride (100-44-7) → benzyl 4’-hydroxy-[1,1‘-biphenyl]-3-carboxylate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

upstream raw materials:

formic acid

biphenyl

Downstream raw materials:

methyl 4’-hydroxy-[1,1’-biphenyl]-3-carboxylate