496-69-5

Basic information

• Product Name: 2-Bromo-4-fluorophenol
• Synonyms: 2-BROMO-4-FLUOROPHENOL;2-Bromo-4-fluorophenol,98+%;2-Bromo-4-fluorophenol 97%;2-Bromo-4-fluorophenol97%;2-BROMO-4-FLUOROPHENOL 99+%;2-Bromo-4-fluorophen;2 - broMine phenol - 4 - fluorine;Phenol,2-bromo-4-fluoro-
• CAS NO: 496-69-5
• Molecular Formula: C₆H₄BrFO
• Molecular Weight: 191
• Product Categories: Aromatic Phenols;Fluorobenzene;Phenol&Thiophenol&Mercaptan;API intermediates;Bromine Compounds;Fluorine Compounds;Phenols;Organic Building Blocks;Oxygen Compounds
• Mol File: 496-69-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 43-45 °C(lit.)
• Boiling Point: 89 °C1 mm Hg(lit.)
• Flash Point: 185 °F
• Appearance: Light brown to brown/Crystalline Solid
• Density: 1.744
• Vapor Pressure: 7.12E-05mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.44±0.18(Predicted)
• BRN: 2355593
• CAS DataBase Reference: 2-Bromo-4-fluorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-fluorophenol(496-69-5)
• EPA Substance Registry System: 2-Bromo-4-fluorophenol(496-69-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• WGK Germany: 3
• PackingGroup: III
• Hazardous Substances Data: 496-69-5(Hazardous Substances Data)

Usage

Chemical Properties

light brown to brown crystalline solid

Uses

2-Bromo-4-fluorophenol was used in preparation of 4,4-difluoro-2-bromo-cyclohexadienone and 6-(aminomethylphenoxy)benzoxaborole analogs.

InChI:InChI=1/C15H16F3NO5/c1-3-22-13(20)10(14(21)23-4-2)9-19-11-7-5-6-8-12(11)24-15(16,17)18/h5-9,19H,3-4H2,1-2H3

Upstream product

• 452-08-4 2-bromo-4-fluoro-1-methoxybenzene 
• 1019441-67-8 2-bromo-4-fluoro-1-((4-methoxybenzyl)oxy)benzene 
• 474711-11-0 2-bromo-4-fluoro-1-(methoxymethoxy)benzene 
• 371-41-5 4-Fluorophenol 
• 400-31-7 1,1,1-trifluoro-4-methyl-pent-3-en-2-one 
• 202865-73-4 2-bromo-4-fluoro-1-iodobenzene 
• 2198-66-5 2-bromo-4-tert-butylphenol 
• 371-40-4 4-fluoroaniline 

Downstream Products

• 32862-06-9 C₁₃H₉BrFNO₄ 
• 32862-07-0 C₁₄H₁₁BrFNO₄ 
• 326-69-2 1-bromo-2-ethoxy-5-fluorobenzene 
• 190966-87-1 2-(2-Bromo-4-fluoro-phenoxy)-5-nitro-thiophene 
• 1026887-70-6 1-[4-(2-bromo-4-fluoro-phenoxy)-3-nitro-phenyl]-ethanone 
• 480439-44-9 1-acetoxy-2-bromo-4-fluorobenzene 
• 474711-11-0 2-bromo-4-fluoro-1-(methoxymethoxy)benzene 
• 660842-05-7 1-(benzyloxy)-2-bromo-4-fluorobenzene 
• 253429-18-4 2-(2-bromo-4-fluorophenol) acetaldehyde diethyl acetal 
• 904297-82-1 tert-butyl (2-bromo-4-fluorophenoxy)acetate 
• 84478-90-0 2-bromo-4-fluorophenyl methyl carbonate 
• 188610-89-1 5-(2-bromo-4-fluorophenoxy)-pent-3-yne-1-ol tosylate 
• 94083-66-6 1-(allyloxy)-2-bromo-4-fluorobenzene 
• 178546-34-4 3-bromo-5-fluoro-2-hydroxybenzaldehyde 

Relevant articles and documents

Regioselective monobromination of phenols with KBr and ZnAl–BrO3?–layered double hydroxides

The regioselective mono-bromination of phenols has been successfully developed with KBr and ZnAl–BrO3?–layered double hydroxides (abbreviated as ZnAl–BrO3?–LDHs) as brominating reagents. The para site is much favorable and the ortho site takes the priority if para site is occupied. This reaction featured with excellent regioselectivity, cheap brominating reagents, mild reaction condition, high atom economy, broad substrate scope, and provided an efficient method to synthesize bromophenols.

Photoinduced Synthesis of Dibenzofurans: Intramolecular and Intermolecular Comparative Methodologies

The SRN1 reaction has been used as a powerful tool for the synthesis of heterocycles, and only a few studies about photoinduced intramolecular cyclization to generate a new C-O bond by a radical pathway have been reported. This work introduces two strategies for the synthesis of substituted dibenzofurans by electron transfer (eT) reactions. The first one is a three-step process that comprises bromination of o-arylphenols, Suzuki-Miyaura cross-coupling and photoinduced cyclization in order to obtain the above-mentioned products. The second one is a metal-free procedure and does not require any photocatalyst. Different solvents were tested, and the yields ranged from low to moderate. A comparison was established between both methodologies, showing that the second one is the most suitable for the synthesis of dibenzofurans.

Selective and efficient generation of ortho-brominated para-substituted phenols in ACS-grade methanol

The mono ortho-bromination of phenolic building blocks by NBS has been achieved in short reaction times (15-20 min) using ACS-grade methanol as a solvent. The reactions can be conducted on phenol, naphthol and biphenol substrates, giving yields of >86% on gram scale. Excellent selectivity for the desired mono ortho-brominated products is achieved in the presence of 10 mol % para-TsOH, and the reaction is shown to be tolerant of a range of substituents, including CH3/ F,and NHBoc.