CAS Number: 153556-42-4
Chemical Name: 4-Bromo-3-fluorobenzoic acid
IUPAC Name: 4-Bromo-3-fluorobenzoic acid
Synonyms:
3-Fluoro-4-bromobenzoic acid;
4-Bromo-3-fluorobenzenecarboxylic acid;
Bromofluorobenzoic acid (3-F-4-Br isomer)
Molecular Formula: C₇H₄BrFO₂
Molecular Weight: ~219.01 g/mol
Appearance: White to off-white crystalline powder
Physical State: Solid
Melting Point: Typically reported in the range of 185–195 °C (may vary depending on purity)
Boiling Point: Decomposes before boiling
Solubility:
Slightly soluble in water; soluble in organic solvents such as methanol, ethanol, acetone, ethyl acetate, and DMSO
Stability:
Stable under normal laboratory conditions; incompatible with strong oxidizing agents and strong bases
Carboxylic acid group (–COOH)
Aryl bromide (–Br)
Aryl fluoride (–F)
Aromatic benzene ring
Halogenated aromatic carboxylic acid / Bromofluorobenzoic acid derivative
SMILES (representative):
OC(=O)C1=CC(Br)=C(F)C=C1
InChI Key (representative):
(Varies by database; available from chemical registries)
153556-42-4 is widely used as a key intermediate in organic synthesis. The presence of both bromine and fluorine substituents provides valuable reactivity for:
Suzuki–Miyaura cross-coupling reactions
Heck and Sonogashira coupling reactions
Nucleophilic aromatic substitution
Halogen exchange and functional group transformations
The bromine atom serves as an excellent leaving group in palladium-catalyzed reactions, while fluorine influences electronic properties and metabolic stability.
4-Bromo-3-fluorobenzoic acid is commonly used in:
Synthesis of pharmaceutical intermediates
Development of fluorinated drug candidates
Anticancer and anti-inflammatory research
Medicinal chemistry structure–activity studies
Halogenated benzoic acid derivatives are frequently incorporated into biologically active molecules to enhance potency and pharmacokinetic properties.
Used in the production of:
Crop protection agents
Specialty aromatic intermediates
Advanced fine chemicals
Functional materials research
The combination of halogens and carboxylic acid functionality enables broad synthetic flexibility.
Commonly employed in:
Academic organic synthesis laboratories
Fluorine chemistry research
Cross-coupling methodology development
Structure–activity relationship (SAR) investigations
Material science applications involving halogenated aromatics
Its dual halogen substitution makes it particularly useful in multi-step synthetic strategies.
Harmful if swallowed
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust
P280: Wear protective gloves and eye protection
P305 + P351 + P338: IF IN EYES, rinse cautiously with water
P301 + P312: IF SWALLOWED, call a doctor if you feel unwell
Handle in a well-ventilated area using appropriate personal protective equipment (PPE).
Typical Purity: 97–99% (Research and Industrial Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry, and well-ventilated area
Protect from moisture and direct sunlight
Keep away from strong oxidizing agents
Commercial Use:
Available from specialty chemical manufacturers for research, pharmaceutical intermediate production, and industrial organic synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without proper regulatory compliance.
153556-42-4 (4-BROMO-3-FLUOROBENZOIC ACID) is a valuable halogenated aromatic intermediate widely utilized in pharmaceutical, agrochemical, and fine chemical synthesis. Its combination of bromine, fluorine, and carboxylic acid functionalities provides excellent versatility in cross-coupling reactions and advanced organic transformations, making it an essential building block for modern chemical research and industrial applications.
As a trusted manufacturer and supplier in Hyderabad, SriniChem provides high-quality 153556-42-4 (4-BROMO-3-FLUOROBENZOIC ACID) produced under strict quality control standards. Our product, with CAS No: 153556-42-4, is suitable for both research and industrial use. Choose SriniChem for reliable supply, technical expertise, and customer-focused service. Contact SriniChem today for 4-BROMO-3-FLUOROBENZOIC ACID.
