3-Bromo-5-fluoro-4-hydroxybenzonitrile

Base Information

• Chemical Name: 3-Bromo-5-fluoro-4-hydroxybenzonitrile
• CAS No.: 1235841-38-9
• Molecular Formula: C₇H₃BrFNO
• Molecular Weight: 216.009
• European Community (EC) Number: 959-717-0
• Mol file: 1235841-38-9.mol

Synonyms:3-bromo-5-fluoro-4-hydroxybenzonitrile;1235841-38-9;SCHEMBL8773853;AKOS033949299;DB-165601;EN300-310748;G10874;Z1513913934

Chemical Property of 3-Bromo-5-fluoro-4-hydroxybenzonitrile

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 214.93820
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)O)Br)C#N

Technology Process of 3-Bromo-5-fluoro-4-hydroxybenzonitrile

There total 1 articles about 3-Bromo-5-fluoro-4-hydroxybenzonitrile 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: 95.0%

3-fluoro-4-hydroxybenzonitrile (405-04-9) → 3-bromo-5-fluoro-4-hydroxybenzonitrile (1235841-38-9)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00783

Reference yield: 89.0%

3-bromo-5-fluoro-4-hydroxybenzonitrile (1235841-38-9) + methyl iodide (74-88-4) → 3-bromo-5-fluoro-4-methoxybenzonitrile

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00783

Reference yield:

3-bromo-5-fluoro-4-hydroxybenzonitrile (1235841-38-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-fluoro-5-formyl-4-hydroxybenzonitrile (1235841-35-6)

Guidance literature:

3-bromo-5-fluoro-4-hydroxybenzonitrile; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; hexanes; at -78 - 25 ℃; for 2.5h;

upstream raw materials:

3-fluoro-4-hydroxybenzonitrile

Downstream raw materials:

3-fluoro-5-formyl-4-hydroxybenzonitrile