2,6-Dibromo-4-fluorophenol

Base Information

• Chemical Name: 2,6-Dibromo-4-fluorophenol
• CAS No.: 344-20-7
• Molecular Formula: C6H3Br2FO
• Molecular Weight: 269.896
• Hs Code.: 2908199090
• European Community (EC) Number: 206-451-1
• NSC Number: 190640
• UNII: B2D5D667PG
• DSSTox Substance ID: DTXSID80187969
• Nikkaji Number: J150.074K
• Wikidata: Q72464357
• Mol file: 344-20-7.mol

Synonyms:2,6-Dibromo-4-fluorophenol;344-20-7;Phenol, 2,6-dibromo-4-fluoro-;C6H3Br2FO;EINECS 206-451-1;MFCD00002317;NSC-190640;2,6-dibromo-4-fluoro-phenol;NSC190640;Oc1c(Br)cc(F)cc1Br;4-Fluoro-2,6-dibromophenol;SCHEMBL374725;C6-H3-Br2-F-O;B2D5D667PG;DTXSID80187969;2,6-Dibromo-4-fluorophenol, 99%;AKOS015889824;AC-3781;AM61911;CS-W014035;NSC 190640;PS-10212;SY049421;D3531;FT-0610546;A19861;J-019594

Chemical Property of 2,6-Dibromo-4-fluorophenol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0807mmHg at 25°C
• Melting Point: 55-57 °C
• Refractive Index: 1.616
• Boiling Point: 219.5 °C at 760 mmHg
• PKA: 6.92±0.23(Predicted)
• Flash Point: 86.5 °C
• PSA: 20.23000
• Density: 2.168 g/cm³
• LogP: 3.05630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 269.85142
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dibromo-4-fluorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)O)Br)F

Technology Process of 2,6-Dibromo-4-fluorophenol

There total 6 articles about 2,6-Dibromo-4-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: 91.3%

4-Fluorophenol (371-41-5) → 2,6-dibromo-4-fluorophenol (344-20-7)

Guidance literature:

With bromine; In acetic acid; at 20 ℃;

Reference yield: 86.0%

4-Fluorophenol (371-41-5) → 2,6-dibromo-4-fluorophenol (344-20-7) + 2-bromo-4-fluoro-phenol (496-69-5)

Guidance literature:

4-Fluorophenol; With toluene-4-sulfonic acid; In methanol; for 0.166667h;

With N-Bromosuccinimide; In methanol; for 0.416667h;

DOI:10.3390/molecules21010088

Reference yield:

4-fluoroaniline (371-40-4) → 2,6-dibromo-4-fluorophenol (344-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; sodium nitrite; phosphoric acid / Erhitzen des Reaktionsgemisches mit Kupfer(II)-sulfat und wss. Schwefelsaeure auf 140grad

2: water; bromine

With phosphoric acid; sulfuric acid; water; bromine; sodium nitrite;

DOI:10.1021/ja01510a021

upstream raw materials:

4-Fluorophenol

methyl iodide

bromine

acetic acid

Downstream raw materials:

C₆⁽¹³⁾CH₅Br₂FO

4,4'-difluorobiphenyl

4',5-difluorobiphenyl-2-ol

3-Bromo-5,4'-difluoro-biphenyl-2-ol

Refernces

• 1、 Jiang, Pan-Pan,Yang, Xian-Jin. "A quick, mild and efficient bromination using a CFBSA/KBr system". . p. 90031 - 90034. Retrieved 2016/10/09.
• 2、 Saikia, Indranirekha,Chakraborty, Pranita,Sarma, Manas Jyoti,Goswami, Mridusmita,Phukan, Prodeep. "Rapid and total bromination of aromatic compounds using TsNBr2 without any catalyst". . p. 211 - 217. Retrieved 2015/10/29.