4-Hydroxy[1,1'-biphenyl]-3-carboxylic acid

Base Information

• Chemical Name: 4-Hydroxy[1,1'-biphenyl]-3-carboxylic acid
• CAS No.: 323-87-5
• Molecular Formula: C13H10O3
• Molecular Weight: 214.221
• European Community (EC) Number: 206-301-5
• NSC Number: 1885
• UNII: 68N62L9HM6
• DSSTox Substance ID: DTXSID00186035
• Nikkaji Number: J111.177I
• Wikidata: Q83057219
• ChEMBL ID: CHEMBL121772
• Mol file: 323-87-5.mol

Synonyms:323-87-5;2-hydroxy-5-phenylbenzoic acid;4-Hydroxy-[1,1'-biphenyl]-3-carboxylic acid;5-phenylsalicylic acid;4-hydroxy[1,1'-biphenyl]-3-carboxylic acid;4-hydroxybiphenyl-3-carboxylic acid;4-Hydroxy(1,1'-biphenyl)-3-carboxylic acid;Salicylic acid, 5-phenyl-;AI3-17392;CHEMBL121772;68N62L9HM6;(1,1'-Biphenyl)-3-carboxylic acid, 4-hydroxy-;[1,1'-Biphenyl]-3-carboxylic acid, 4-hydroxy-;NSC-1885;EINECS 206-301-5;NSC1885;5-phenylsalicyclic acid;[1, 4-hydroxy-;SCHEMBL330602;UNII-68N62L9HM6;DTXSID00186035;NSC 1885;4-Hydroxy-3-biphenylcarboxylic acid;BBL034753;BDBM50219500;MFCD00272245;STL426407;4-Hydroxy-biphenyl-3-carboxylic acid;AKOS000124480;DS-11291;4-Hydroxy-1,1'-biphenyl-3-carboxylic acid;BB 0222669;CS-0156458;4-Hydroxy-[1,1'-biphenyl]-3-carboxylicacid;C74652;EN300-117690;Z363994178;4-Hydroxy[1,1'-biphenyl]-3-carboxylic acid, AldrichCPR

Chemical Property of 4-Hydroxy[1,1'-biphenyl]-3-carboxylic acid

Chemical Property:

• Boiling Point: 406oC at 760 mmHg
• Flash Point: 213.5oC
• PSA: 57.53000
• Density: 1.292g/cm3
• LogP: 2.75740
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxy-[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)C2=CC(=C(C=C2)O)C(=O)O

Technology Process of 4-Hydroxy[1,1'-biphenyl]-3-carboxylic acid

There total 32 articles about 4-Hydroxy[1,1'-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: 99.0%

5-bromosalicyclic acid (89-55-4) + phenylboronic acid (98-80-6) → 4-hydroxybiphenyl-3-carboxylic acid (323-87-5)

Guidance literature:

With palladium diacetate; sodium carbonate; In water; at 20 ℃; for 2h;

Reference yield: 93.0%

methyl 4-hydroxy-[1,1’-biphenyl]-3-carboxylate (17504-13-1) → 4-hydroxybiphenyl-3-carboxylic acid (323-87-5)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/co5001234

Reference yield: 87.0%

5-bromosalicyclic acid (89-55-4) + phenylmagnesium bromide (100-58-3) → 4-hydroxybiphenyl-3-carboxylic acid (323-87-5)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; -78 deg C, 10 min, 20 deg C, 3 h;

DOI:10.1016/S0022-328X(96)06794-0

upstream raw materials:

4-Phenylphenol

methylammonium carbonate

2-methoxy-5-phenylbenzoic acid

5-bromosalicyclic acid

Downstream raw materials:

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

5-cyclohexyl-2-hydroxybenzoic acid

3-bromo-5-phenylsalicylic acid