(4-Fluoro-3,5-dimethylphenyl)boronic acid

Base Information

• Chemical Name: (4-Fluoro-3,5-dimethylphenyl)boronic acid
• CAS No.: 342636-66-2
• Molecular Formula: C₈H₁₀BFO₂
• Molecular Weight: 167.976
• DSSTox Substance ID: DTXSID40590197
• Wikidata: Q82483899
• Mol file: 342636-66-2.mol

Synonyms:342636-66-2;(4-fluoro-3,5-dimethylphenyl)boronic acid;3,5-Dimethyl-4-fluorophenylboronic acid;3,5-Dimethyl-4-fluoro-phenylboronic acid;C8H10BFO2;SCHEMBL4738605;DTXSID40590197;PQIOZTCJOZUCMI-UHFFFAOYSA-N;MFCD08706256;AKOS006289299;(4-fluoro-3,5-dimethylphenyl)boronicacid;BS-51548;DB-261963;CS-0189170;E76979;4-FLUORO-3,5-DIMETHYLPHENYLBORONIC ACID;EN300-7810966

Chemical Property of (4-Fluoro-3,5-dimethylphenyl)boronic acid

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 168.0757879
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dimethyl-4-fluorophenylboronicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (4-Fluoro-3,5-dimethylphenyl)boronic acid

There total 2 articles about (4-Fluoro-3,5-dimethylphenyl)boronic 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: 98.0%

tri-(tert-butyl)borate (7397-43-5) + water (7732-18-5) + 3,5-dimethyl-4-fluoro-1-bromobenzene (99725-44-7) → (4-fluoro-3,5-dimethylphenyl)boronic acid (342636-66-2)

Guidance literature:

3,5-dimethyl-4-fluoro-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

tri-(tert-butyl)borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201609459

Reference yield: 22.0%

→ (4-fluoro-3,5-dimethylphenyl)boronic acid (342636-66-2)

Guidance literature:

Reference yield: 86.0%

(4-fluoro-3,5-dimethylphenyl)boronic acid (342636-66-2) + 2-chloro-4,6-diphenyl-1,3,5-triazine (3842-55-5) → 2-(4-fluoro-3,5-dimethylphenyl)-4,6-diphenyl-1,3,5-triazine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1002/anie.201609459

upstream raw materials:

tri-(tert-butyl)borate

water

3,5-dimethyl-4-fluoro-1-bromobenzene

Downstream raw materials:

(R)-6-tert-butoxycarbonylamino-2-(4-fluoro-3,5-dimethylphenylamino)hexanoic acid methyl ester

(R)-methyl 2-(4-fluoro-3,5-dimethylphenylamino)-6-(4-fluoro-3-methylbenzyloxy)hexanoate

(R)-2-(4-fluoro-3,5-dimethylphenylamino)propionic acid methyl ester

(R)-2-(4-fluoro-3,5-dimethylphenylamino)-N-hydroxypropionamide

Refernces

• 1、 -. "IL-8 receptor antagonists". . . Retrieved 2008/06/13.