4-Bromo-2-fluorophenol

Base Information

• Chemical Name: 4-Bromo-2-fluorophenol
• CAS No.: 2105-94-4
• Molecular Formula: C6H4BrFO
• Molecular Weight: 191
• Hs Code.: 29071990
• European Community (EC) Number: 606-697-3
• DSSTox Substance ID: DTXSID90175271
• Nikkaji Number: J598.256A
• Wikidata: Q72456322
• Mol file: 2105-94-4.mol

Synonyms:4-bromo-2-fluoro-phenol;Phenol, 4-bromo-2-fluoro-;

Chemical Property of 4-Bromo-2-fluorophenol

Chemical Property:

• Appearance/Colour: clear colorless to brownish liquid
• Vapor Pressure: 0.156mmHg at 25°C
• Refractive Index: n20/D 1.566(lit.)
• Boiling Point: 206.1 °C at 760 mmHg
• PKA: 8.14±0.18(Predicted)
• Flash Point: 98.9 °C
• PSA: 20.23000
• Density: 1.764 g/cm³
• LogP: 2.29380
• Storage Temp.: Room temperature.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 189.94296
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98% ^*data from raw suppliers

4-Bromo-2-fluorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)F)O
• Uses: 4-Bromo-2-fluorophenol can be used as a starting material for the synthesis of:4-Bromo-2-fluoro-6-iodoanisole via iodination and methylation.2-Phenylpyran-4-ones for active cyclooxygenase-2 inhibitor evaluation.1,4-Disubstituted 3-cyano-2-pyridones.Dicationic imidazolium-based compounds.

Technology Process of 4-Bromo-2-fluorophenol

There total 18 articles about 4-Bromo-2-fluorophenol 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: 90.0%

2-fluorophenol (367-12-4) → 4-bromo-2-fluorophenol (2105-94-4)

Guidance literature:

With bromine; In dichloromethane; water;

Reference yield: 82.0%

2-(2-fluoro-4-bromophenoxy)pyridine → 4-bromo-2-fluorophenol (2105-94-4)

Guidance literature:

2-(2-fluoro-4-bromophenoxy)pyridine; With methyl trifluoromethanesulfonate; In toluene; at 100 ℃; for 2h; Inert atmosphere;

With sodium ethanolate; for 1h; Reflux; Inert atmosphere;

Reference yield: 76.0%

→ 4-(4-bromo-2-fluorophenoxy)acetophenone + 4-bromo-2-fluorophenol (2105-94-4)

Guidance literature:

upstream raw materials:

3-fluoro-4-methoxyphenyl bromide

2-fluorophenol

4-amino-2-fluorophenol

3-fluorobromobenzene

Downstream raw materials:

(4-bromo-2-fluoro-phenoxy)-acetic acid

C₁₃H₉BrFNO₄

4-bromo-2-fluoro-1-(hexyloxy)benzene

3-fluorosalicylaldehyde

Refernces

• 1、 Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong. "A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide". supporting information. p. 813 - 822. Retrieved 2020/02/15.
• 2、 Egorova, Anna,Ekins, Sean,Jahn, Birgit,Kazakova, Elena,Makarov, Vadim,Schmidtke, Michaela. "Novel pleconaril derivatives: Influence of substituents in the isoxazole and phenyl rings on the antiviral activity against enteroviruses". . . Retrieved 2019/12/28.