4-Bromo-3-fluoro-2-methyl-phenol: Properties & Lab Use FAQ

4-bromo-3-fluoro-2-methyl-phenol is a halogenated aromatic phenol building block featuring bromine, fluorine, and methyl substituents on the phenol ring, making it a versatile intermediate for pharmaceutical and agrochemical synthesis.

Chemical Name

4-bromo-3-fluoro-2-methyl-phenol

SKU / Catalog Number

B637528

Molecular Formula

C7H6BrFO

Molecular Weight

205.02 g/mol

Functional Class

Halogenated phenol; aromatic building block

Key Substituents

4-Bromo, 3-fluoro, 2-methyl on phenol ring

Chemical Identity and Structure

4-Bromo-3-fluoro-2-methyl-phenol (CAS number should be confirmed; SKU B637528) is a substituted phenol carrying three distinct substituents on the benzene ring: a bromine atom at the 4-position, a fluorine atom at the 3-position, and a methyl group at the 2-position, with a hydroxyl group at the 1-position. Its molecular formula is C₇H₆BrFO with a molecular weight of approximately 205.02 g/mol.

The combination of electron-withdrawing halogens (Br, F) and a weakly electron-donating methyl group creates a unique electronic environment on the ring, influencing the acidity of the phenolic OH and the compound's reactivity in cross-coupling and nucleophilic aromatic substitution reactions. The bromine atom at the 4-position serves as a convenient handle for palladium-catalyzed coupling reactions such as Suzuki, Miyaura, and Buchwald–Hartwig couplings.

Applications in Synthesis

4-Bromo-3-fluoro-2-methyl-phenol is primarily used as an advanced intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty materials. The aryl bromide moiety enables efficient entry into a wide range of Pd-catalyzed cross-coupling reactions, while the free phenolic OH can be functionalized via O-alkylation, O-acylation, or converted to triflates for further coupling chemistry.

The fluorine substituent is particularly valued in medicinal chemistry for improving metabolic stability, membrane permeability, and binding affinity of drug candidates. Researchers incorporating this building block can introduce both fluorine and a masked phenol into target molecules in a single synthetic step, streamlining multi-step synthetic routes.

Handling, Storage, and Safety

As with most halogenated phenols, 4-bromo-3-fluoro-2-methyl-phenol should be handled with appropriate personal protective equipment, including nitrile gloves, safety goggles, and a laboratory coat. Work should be performed in a well-ventilated fume hood to minimize inhalation exposure. Phenolic compounds can be corrosive to skin and mucous membranes; avoid direct contact.

The compound should be stored in a tightly sealed container, away from moisture and light, at cool room temperature or under refrigeration (2–8 °C) as recommended. Consult the product Safety Data Sheet (SDS) for complete hazard information, first-aid measures, and disposal guidance before use. Specific GHS classifications and hazard statements should be verified against the current SDS provided by Aladdin Scientific.

Purity, Specifications, and Quality

Aladdin Scientific supplies 4-bromo-3-fluoro-2-methyl-phenol (SKU B637528) as a research-grade reagent. Purity specifications, available pack sizes, and analytical data (such as NMR, GC, or HPLC purity certificates) should be confirmed on the product page or by contacting Aladdin Scientific customer support directly, as these may vary by lot.

When evaluating suitability for a specific application, researchers should request a Certificate of Analysis (CoA) for the relevant lot number. Aladdin Scientific's quality management processes are designed to ensure batch-to-batch consistency for fine chemical building blocks used in demanding research settings.

Ordering and Availability

4-Bromo-3-fluoro-2-methyl-phenol can be ordered directly from Aladdin Scientific using SKU B637528. The product is listed on the Aladdin Scientific website where current pricing, stock availability, and pack sizes are displayed. For bulk quantities, custom packaging, or institutional procurement inquiries, please contact the Aladdin Scientific sales team.

International shipping options and lead times are available upon request. Customers with established accounts can place orders online; new customers may register on the Aladdin Scientific website to access full catalog pricing and promotional offers.

Frequently asked questions

What is the molecular formula and molecular weight of 4-bromo-3-fluoro-2-methyl-phenol?

The molecular formula of 4-bromo-3-fluoro-2-methyl-phenol is C7H6BrFO, and its molecular weight is approximately 205.02 g/mol. These values are based on the standard atomic weights of its constituent elements.

What are the primary uses of 4-bromo-3-fluoro-2-methyl-phenol in research?

This compound is widely used as a building block in medicinal chemistry and agrochemical synthesis. The aryl bromide enables palladium-catalyzed cross-coupling reactions (e.g., Suzuki coupling), while the fluorine substituent contributes to improved metabolic stability in drug candidates, and the phenolic OH allows further O-functionalization.

How should 4-bromo-3-fluoro-2-methyl-phenol be stored?

The compound should be stored in a tightly sealed container, protected from light and moisture, at cool room temperature or under refrigeration (2–8 °C). Always consult the current Safety Data Sheet (SDS) from Aladdin Scientific for authoritative storage and handling guidance.

How do I order 4-bromo-3-fluoro-2-methyl-phenol from Aladdin Scientific?

You can order 4-bromo-3-fluoro-2-methyl-phenol directly from Aladdin Scientific using catalog SKU B637528 via the Aladdin Scientific website. For bulk orders or institutional procurement, please contact the Aladdin Scientific sales or customer service team for assistance.

Is a Certificate of Analysis available for 4-bromo-3-fluoro-2-methyl-phenol?

Yes, a Certificate of Analysis (CoA) is typically available for each lot of research-grade reagents supplied by Aladdin Scientific. Please contact Aladdin Scientific customer support with your lot number or request the CoA from the product page to verify purity and analytical data for your specific batch.

References

1. Aladdin Scientific product page for 4-bromo-3-fluoro-2-methyl-phenol, SKU B637528.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley, 5th ed. General reference for aromatic substitution and cross-coupling chemistry.
3. Muller, K.; Faeh, C.; Diederich, F. Fluorine in pharmaceuticals: looking beyond intuition. Science 2007, 317, 1881–1886. doi:10.1126/science.1144030

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.