176548-70-2

Basic information

• Product Name: 3-Bromo-5-fluorobenzoic acid
• Synonyms: 3-Bromo-5-fluorobenzoic acid 98%;5-fluoro-3-bromobenzoic acid;3-FLUORO-5-BROMOBENZOIC ACID 98%;3-BroMo-5-fluorobenzoic Acid, 97+%;3 - broMine - 5 - fluoro benzoic acid;5-BROMO-3-FLUOROBENZOIC ACID;3-FLUORO-5-BROMOBENZOIC ACID;3-BROMO-5-FLUOROBENZOIC ACID
• CAS NO: 176548-70-2
• Molecular Formula: C₇H₄BrFO₂
• Molecular Weight: 219.01
• EINECS: 630-193-2
• Product Categories: Fluorin-contained Benzoic acid series;blocks;Bromides;Carboxes;FluoroCompounds;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Acids & Esters;Bromine Compounds;Fluorine Compounds;Benzoic acid series;intermediate
• Mol File: 176548-70-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 140 °C
• Boiling Point: 303.3 °C at 760 mmHg
• Flash Point: 137.3 °C
• Appearance: white solid
• Density: 1.789 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.47±0.10(Predicted)
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 3-Bromo-5-fluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-fluorobenzoic acid(176548-70-2)
• EPA Substance Registry System: 3-Bromo-5-fluorobenzoic acid(176548-70-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 176548-70-2(Hazardous Substances Data)

Usage

Description

3-Bromo-5-fluorobenzoic acid is a light yellow powder that serves as a crucial raw material and intermediate in various chemical processes. It is characterized by its unique chemical structure, which includes a bromine atom at the 3rd position and a fluorine atom at the 5th position on the benzene ring, attached to a carboxylic acid group. 3-Bromo-5-fluorobenzoic acid is known for its stability and reactivity, making it a versatile building block in the synthesis of more complex molecules.

Uses

Used in Organic Synthesis:
3-Bromo-5-fluorobenzoic acid is used as a key intermediate for the synthesis of various organic compounds. Its unique substitution pattern allows for selective functionalization and the creation of a wide range of derivatives with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Bromo-5-fluorobenzoic acid is utilized as a starting material for the development of new drugs. Its chemical properties enable the design of molecules with specific biological activities, targeting various therapeutic areas such as pain management, inflammation, and infectious diseases.
Used in Agrochemicals:
3-Bromo-5-fluorobenzoic acid is employed as an intermediate in the production of agrochemicals, specifically in the synthesis of pesticides and herbicides. Its incorporation into these compounds can enhance their efficacy and selectivity, leading to improved crop protection and reduced environmental impact.
Used in Dyestuff Industry:
In the dyestuff industry, 3-Bromo-5-fluorobenzoic acid is used as a building block for the synthesis of various dyes and pigments. Its unique chromophore and functional groups allow for the development of dyes with specific color properties and improved stability, catering to the needs of various applications such as textiles, plastics, and printing inks.

InChI:InChI=1/C8H7FO3/c1-12-7-3-5(8(10)11)2-6(9)4-7/h2-4H,1H3,(H,10,11)

Upstream product

• 1435-51-4 1,3-dibromo-5-fluorobenzene 
• 179898-34-1 3-bromo-5-fluorobenzonitrile 
• 1073-06-9 3-fluorobromobenzene 
• 872545-52-3 (2-bromo-6-fluorophenyl)triethylsilane 
• 124-38-9 carbon dioxide 

Downstream Products

• 887266-90-2 3-bromo-5-fluoro-benzoyl chloride 
• 334792-52-8 methyl 3-bromo-5-fluoro-benzoate 
• 1403612-33-8 methyl 3-cyano-5-fluoro-4-iodobenzoate 
• 1403612-35-0 N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide 
• 1403612-36-1 3-fluoro-5-[3-(5-fluoropyridin-2-yl)-1,2,4-oxadiazol-5-yl]-2-iodobenzonitrile 
• 886732-29-2 methyl 3-cyano-5-fluorobenzoate 
• 1403612-34-9 3-cyano-5-fluoro-4-iodobenzoic acid 
• 2055397-28-7 2-fluoro-N'-(3-fluoro-5-(pyridin-2-yl)benzoyl)benzenesulfonohydrazide 

Relevant articles and documents

Discovery and characterization of AZD9272 and AZD6538 - Two novel mGluR5 negative allosteric modulators selected for clinical development

AZD9272 and AZD6538 are two novel mGluR5 negative allosteric modulators selected for further clinical development. An initial high-throughput screening revealed leads with promising profiles, which were further optimized by minor, yet indispensable, structural modifications to bring forth these drug candidates. Advantageously, both compounds may be synthesized in as little as one step. Both are highly potent and selective for the human as well as the rat mGluR5 where they interact at the same binding site than MPEP. They are orally available, allow for long interval administration due to a high metabolic stability and long half-lives in rats and permeate the blood brain barrier to a high extent. AZD9272 has progressed into phase I clinical studies.

Fluorine-flanked congested sites: Minimal, though perceptible buttressing effects on the proton mobility of arenes

(2,6-Difluorophenyl)trimethylsilane, -triethylsilane and -triisopropylsilane undergo sec-butyllithium-mediated metalation at the 3- and 4-position (ortho and meta relative to the halogen) in ratios of 99.6:0.4, 98:2 and 95:5, respectively. The steric pressure transmitted by the fluorine atoms can be increased if the trialkylsilyl group is locked up on the other side by a relatively voluminous substituent. Whereas (2,6-difluorophenyl)triethylsilane is attacked by lithium 2,2,6,6-tetramethylpiperidide under deprotonation of the 4- and 5-position in a ratio of 99.4:0.6, the proportion of "ortho"/ "meta" metalation changes to 84:16 when (2-bromo-6-fluorophenyl) triethylsilane acts as the substrate. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.