51484-06-1

Basic information

• Product Name: 6-BROMOCHROMONE-2-CARBOXYLIC ACID
• Synonyms: 6-BROMOCHROMONE-2-CARBOXYLIC ACID;6-BROMO-4-OXO-4H-CHROMENE-2-CARBOXYLIC ACID;OTAVA-BB BB7020410192;6-Bromo-4-oxo-4H-1-Benzopyran-2-carboxylic acid
• CAS NO: 51484-06-1
• Molecular Formula: C₁₀H₅BrO₄
• Molecular Weight: 269.05
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzopyrans;BenzopyransHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 51484-06-1.mol

Chemical Properties

• Melting Point: ~265 °C (dec.)(lit.)
• Boiling Point: 397.8°Cat760mmHg
• Flash Point: 194.4°C
• Appearance: /
• Density: 1.874g/cm³
• Vapor Pressure: 4.84E-07mmHg at 25°C
• Refractive Index: 1.669
• Solubility: soluble in Dimethylformamide
• PKA: 2.03±0.20(Predicted)
• CAS DataBase Reference: 6-BROMOCHROMONE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMOCHROMONE-2-CARBOXYLIC ACID(51484-06-1)
• EPA Substance Registry System: 6-BROMOCHROMONE-2-CARBOXYLIC ACID(51484-06-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 51484-06-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
6-BROMOCHROMONE-2-CARBOXYLIC ACID is used as a research compound for exploring its chemical properties and potential applications in the synthesis of new compounds.
Used in Drug Discovery:
6-BROMOCHROMONE-2-CARBOXYLIC ACID is used as a lead compound in drug discovery, aiding in the identification of novel therapeutic agents and the understanding of its pharmacological effects.

InChI:InChI=1/C10H5BrO4/c11-5-1-2-8-6(3-5)7(12)4-9(15-8)10(13)14/h1-4H,(H,13,14)

Upstream product

• 1450-75-5 5-Bromo-2-hydroxyacetophenone 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 33544-19-3 6-bromo-4-oxo-4H-chromene-2-carboxylic acid amide 
• 33513-40-5 ethyl 6-bromo-4-oxo-4H-1-benzopyran-2-carboxylate 
• 213894-81-6 6,4'-Dibromoflavone 

Relevant articles and documents

Optimizing the synthetic route of chromone-2-carboxylic acids: A step forward to speed-up the discovery of chromone-based multitarget-directed ligands

6-Bromochromone-2-carboxylic acid (3) was synthesized by a microwave-assisted process. The optimization of the reaction was performed varying parameters, such as type of base/number of reagent equivalents, solvent, temperature and reaction time. The yield of the reaction was improved to 87%. The new synthetic route is versatile as several chromone-2-carboxylic acids (compounds 4B-10B) were obtained with good yields (54-93%). Only in the case of the nitro substituent (compound 11B), an ester was obtained instead of the desired carboxylic acid. Following this synthetic route chromone carboxylic acids can be attained with a high degree of purity, without the need of the tedious and expensive purification processes through column chromatography. The reaction is safe, cost-effective, fast and robust, and can be used in the development of concise and diversity-oriented libraries based on chromone scaffold. The overall study can be looked as a step forward to speed-up the discovery of chromone-based multitarget-directed ligands.