5-(4-Fluorophenyl)-2-hydroxybenzoic acid

Base Information

• Chemical Name: 5-(4-Fluorophenyl)-2-hydroxybenzoic acid
• CAS No.: 22510-33-4
• Molecular Formula: C13H9 F O3
• Molecular Weight: 232.21
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID30382220
• Wikidata: Q82173532
• ChEMBL ID: CHEMBL124299
• Mol file: 22510-33-4.mol

Synonyms:22510-33-4;5-(4-fluorophenyl)-2-hydroxybenzoic acid;4'-Fluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid;4'-fluoro-4-hydroxy[1,1'-biphenyl]-3-carboxylic acid;4'-Fluoro-4-hydroxy-biphenyl-3-carboxylic acid;4'-fluoro-4-hydroxybiphenyl-3-carboxylic acid;5-(4-fluorophenyl)-2-hydroxy-benzoic Acid;SCHEMBL330405;CHEMBL124299;DTXSID30382220;CUXSCHTUWINJSV-UHFFFAOYSA-N;5-(p-fluorophenyl) salicylic acid;MFCD00434466;AKOS004119226;2-hydroxy-5-(4'-fluorophenyl)-benzoic acid;BB 0222380;CS-0238777;FT-0749700;EN300-2008602;A816234

Chemical Property of 5-(4-Fluorophenyl)-2-hydroxybenzoic acid

Chemical Property:

• Boiling Point: 402.5oC at 760 mmHg
• Flash Point: 197.2oC
• PSA: 57.53000
• Density: 1.366g/cm3
• LogP: 2.89650
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 232.05357231
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

98% ^*data from raw suppliers

4'-FLUORO-4-HYDROXY-BIPHENYL-3-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=C(C=C2)O)C(=O)O)F

Technology Process of 5-(4-Fluorophenyl)-2-hydroxybenzoic acid

There total 11 articles about 5-(4-Fluorophenyl)-2-hydroxybenzoic 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: 96.0%

5-bromosalicyclic acid (89-55-4) + 4-fluoroboronic acid (1765-93-1) → 2-hydroxy-5-(4'-fluorophenyl)benzoic acid (22510-33-4)

Guidance literature:

With sodium carbonate; palladium dichloride; In water; at 20 ℃; for 3h;

Reference yield: 86.0%

5-bromosalicyclic acid (89-55-4) + 4-flourophenylmagnesium bromide (352-13-6) → 2-hydroxy-5-(4'-fluorophenyl)benzoic acid (22510-33-4)

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

Reference yield: 76.0%

methyl 4’-fluoro-4-hydroxy-[1,1’-biphenyl]-3-carboxylate (22510-35-6) → 2-hydroxy-5-(4'-fluorophenyl)benzoic acid (22510-33-4)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/co5001234

upstream raw materials:

5-bromosalicyclic acid

4-fluoroboronic acid

4-flourophenylmagnesium bromide

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

Downstream raw materials:

FLUFENISAL

4'-fluoro-3-methyl-[1,1'-biphenyl]-4-ol

Refernces

• 1、 Yang, Yu,Borel, Timothy,De Azambuja, Francisco,Johnson, David,Sorrentino, Jacob P.,Udokwu, Chinedum,Davis, Ian,Liu, Aimin,Altman, Ryan A.. "Diflunisal Derivatives as Modulators of ACMS Decarboxylase Targeting the Tryptophan-Kynurenine Pathway". . p. 797 - 811. Retrieved 2021/01/13.
• 2、 Vilar, Maria,Nieto, Joan,La Parra, Juan Ramn,Almeida, Maria Rosrio,Ballesteros, Alfredo,Planas, Antoni,Arsequell, Gemma,Valencia, Gregorio. "Tuning transthyretin amyloidosis inhibition properties of iododiflunisal by combinatorial engineering of the nonsalicylic ring substitutions". supporting information. p. 32 - 38. Retrieved 2015/01/30.