2-Bromo-4-fluorophenol

Base Information

• Chemical Name: 2-Bromo-4-fluorophenol
• CAS No.: 496-69-5
• Molecular Formula: C6H4BrFO
• Molecular Weight: 191
• Hs Code.: 29071990
• DSSTox Substance ID: DTXSID70345556
• Nikkaji Number: J382.953G
• Wikidata: Q72456314
• Mol file: 496-69-5.mol

Synonyms:2-BroMo-4-fluorophenol;5-fluorobiphenyl-2-ol;2-Brom-4-fluor-phenol;2-bromo-4-fluoro-phenol;4-fluoro-2-bromophenol;

Chemical Property of 2-Bromo-4-fluorophenol

Chemical Property:

• Appearance/Colour: light brown to brown crystalline solid
• Vapor Pressure: 7.12E-05mmHg at 25°C
• Melting Point: 43-45 ºC
• Refractive Index: 1.554
• Boiling Point: 260.6 ºC at 760 mmHg
• PKA: 8.44±0.18(Predicted)
• Flash Point: 85 ºC
• PSA: 20.23000
• Density: 1.764 g/cm³
• LogP: 2.29380
• Storage Temp.: Keep in dark place,Sealed in dry,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:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)Br)O
• Uses: 2-Bromo-4-fluorophenol was used in preparation of 4,4-difluoro-2-bromo-cyclohexadienone and 6-(aminomethylphenoxy)benzoxaborole analogs.

Technology Process of 2-Bromo-4-fluorophenol

There total 9 articles about 2-Bromo-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: 99.0%

2-bromo-4-fluoro-1-methoxybenzene (452-08-4) → 2-bromo-4-fluoro-phenol (496-69-5)

Guidance literature:

2-bromo-4-fluoro-1-methoxybenzene; With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane; Inert atmosphere;

DOI:10.1021/ol101336y

Reference yield: 95.0%

4-Fluorophenol (371-41-5) → 2-bromo-4-fluoro-phenol (496-69-5)

Guidance literature:

With ammonium metavanadate; oxygen; aluminium bromide; In 1,4-dioxane; at 80 ℃; for 8h;

DOI:10.1016/j.tetlet.2009.11.016

Reference yield: 92.0%

2-bromo-4-fluoro-1-((4-methoxybenzyl)oxy)benzene (1019441-67-8) → 2-bromo-4-fluoro-phenol (496-69-5)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; at 20 ℃; for 0.416667h;

DOI:10.1039/c3ra42113a

upstream raw materials:

4-Fluorophenol

4-fluoroaniline

2-bromo-4-fluoro-1-methoxybenzene

2-bromo-4-tert-butylphenol

Downstream raw materials:

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

C₁₃H₉BrFNO₄

C₁₄H₁₁BrFNO₄

1-bromo-2-ethoxy-5-fluorobenzene

Refernces

• 1、 Lei, Meng,Miao, Hang,Wang, Xueyuan,Zhang, Wen,Zhu, Chengjian,Lu, Xiaqiang,Shen, Jian,Qin, Yanru,Zhang, Haoyang,Sha, Sijia,Zhu, Yongqiang. "Trifluoromethyl aryl sulfonates (TFMS): An applicable trifluoromethoxylation reagent". supporting information. p. 1389 - 1392. Retrieved 2019/04/30.
• 2、 Georgiev, David,Saes, Bartholomews W.H.,Johnston, Heather J.,Boys, Sarah K.,Healy, Alan,Hulme, Alison N.. "Selective and efficient generation of ortho-brominated para-substituted phenols in ACS-grade methanol". . . Retrieved 2016/02/05.