5-Bromo-2,4-difluoroaniline: Properties, Handling & Lab Use

5-Bromo-2,4-difluoroaniline is a halogenated aromatic amine building block widely used in medicinal chemistry, agrochemical research, and the synthesis of complex fluorinated and brominated organic molecules.

Chemical Name

5-Bromo-2,4-difluoroaniline

CAS Number

Needs verification — flag for review

Molecular Formula

C6H4BrF2N

Molecular Weight

208.00 g/mol (needs verification)

Appearance

Typically a pale to off-white solid or liquid (needs verification)

Key Functional Groups

Primary amine (–NH2), two fluorine substituents, one bromine substituent on an aromatic ring

SKU

B120577

Primary Application

Synthetic intermediate in pharmaceutical and agrochemical research

Chemical Identity and Physical Properties

5-Bromo-2,4-difluoroaniline (SKU: B120577) is an aromatic primary amine bearing two fluorine atoms at the 2- and 4-positions and a bromine atom at the 5-position of the aniline ring. Its molecular formula is C₆H₄BrF₂N, giving a molecular weight of approximately 208.00 g/mol (exact value should be confirmed on the product certificate of analysis).

The combination of electron-withdrawing fluorine and bromine substituents reduces the electron density of the aromatic ring relative to unsubstituted aniline, moderating the basicity of the amino group and influencing the compound's reactivity profile. Fluorine substitution also imparts favorable pharmacokinetic properties—such as improved metabolic stability and membrane permeability—that make fluorinated anilines particularly valuable as medicinal chemistry building blocks.

Physical characteristics such as melting point, boiling point, density, and exact appearance should be confirmed from the product datasheet and certificate of analysis supplied with each lot, as these values can vary with purity grade.

Synthesis Applications and Reactivity

5-Bromo-2,4-difluoroaniline serves as a versatile building block in organic synthesis, offering three distinct reactive handles on a single aromatic scaffold:

• Primary amine (–NH₂): Participates in acylation, sulfonylation, reductive amination, diazotization, and condensation reactions to form amides, sulfonamides, imines, and diazonium salts.
• Aryl bromide (C–Br): Enables palladium-catalyzed cross-coupling reactions including Suzuki–Miyaura, Buchwald–Hartwig amination, and Sonogashira couplings, providing direct access to biaryl, aminobiaryl, and alkynyl-arene frameworks.
• Aryl fluorides (C–F): Can undergo nucleophilic aromatic substitution (SNAr) under appropriate conditions, particularly when activated by the additional electron-withdrawing groups present on the ring.

This multi-functional reactivity makes 5-Bromo-2,4-difluoroaniline particularly attractive in fragment-based drug discovery, where small, reactive scaffolds are elaborated into drug candidates. It is also used in the preparation of agrochemical intermediates and functional materials such as fluorescent dyes and liquid crystal components.

Safe Handling, Storage, and Disposal

General Hazard Profile: Aromatic amines, including halogenated derivatives, should be treated as potentially toxic and harmful compounds. Researchers should consult the Safety Data Sheet (SDS) provided with the product before use. Specific hazard classifications, GHS pictograms, and first-aid measures are detailed in the SDS.

Personal Protective Equipment (PPE): Use appropriate PPE including nitrile gloves, safety goggles or a face shield, and a laboratory coat. Where inhalation of dust or vapors is possible, work in a well-ventilated fume hood or use a respirator appropriate for organic vapors and particulates.

Storage: Store in a tightly sealed container in a cool, dry, well-ventilated area, away from incompatible materials such as strong oxidizers and strong acids. Confirm specific temperature and humidity requirements from the product label and SDS. Keep away from ignition sources if the compound is classified as flammable.

Disposal: Dispose of waste material, solutions, and contaminated items in accordance with all applicable local, regional, and national regulations governing hazardous chemical waste. Do not pour down the drain without verifying local permitting requirements.

Quality, Purity, and Specification Considerations

For research applications demanding reproducible results, purity is a critical parameter. When sourcing 5-Bromo-2,4-difluoroaniline (B120577), researchers should request a Certificate of Analysis (CoA) and verify the following:

• Purity method: Confirm whether purity is determined by GC, HPLC, or titration, as the method affects the reported value.
• Identity confirmation: Look for ¹H NMR and/or MS data to confirm structural identity.
• Water content: Karl Fischer titration data may be relevant if anhydrous conditions are required in downstream reactions.
• Lot-to-lot consistency: Request batch-specific CoA data, particularly for regulated research programs or scale-up work.

Aladdin Scientific's B120577 is intended for research and development use. It is not certified for use in diagnostic, therapeutic, or food applications unless explicitly stated. Contact our technical support team for custom purity grades or larger quantity requirements.

Regulatory and Compliance Overview

Researchers and procurement personnel should be aware of the following regulatory considerations when ordering and using 5-Bromo-2,4-difluoroaniline:

• Transport regulations: Verify IATA, IMDG, and domestic transport classifications before shipping internationally or domestically. Halogenated aromatic amines may be subject to specific packing group and hazard class requirements.
• Import/export controls: Some halogenated organic compounds are subject to customs controls in certain jurisdictions. Confirm with your institution's export compliance office as needed.
• Workplace safety regulations: Comply with all applicable occupational health and safety regulations, including those set by OSHA (US), REACH (EU), or equivalent bodies in your region, regarding exposure limits and risk assessment for aromatic amines.
• Waste disposal regulations: Halogenated organic wastes are typically classified as hazardous waste and must be handled accordingly. Consult your institution's Environmental Health and Safety (EHS) office for guidance.

This overview is provided for general guidance only. Aladdin Scientific does not provide legal or regulatory advice. Always consult your institution's compliance and EHS resources.

Frequently asked questions

What is 5-Bromo-2,4-difluoroaniline used for in research?

5-Bromo-2,4-difluoroaniline is primarily used as a multi-functional synthetic intermediate. Its primary amine group enables acylation, sulfonylation, and diazotization reactions, while the aryl bromide facilitates palladium-catalyzed cross-coupling reactions such as Suzuki and Buchwald–Hartwig couplings. The aryl fluorides can also participate in nucleophilic aromatic substitution. It finds applications in medicinal chemistry, agrochemical synthesis, and functional materials research.

How should 5-Bromo-2,4-difluoroaniline be stored to maintain stability?

The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated location, away from strong oxidizers, strong acids, and ignition sources. Specific temperature requirements should be confirmed from the product label and Safety Data Sheet (SDS) provided with the product, as optimal storage conditions may vary by lot and purity grade.

What personal protective equipment (PPE) is recommended when handling this compound?

At minimum, researchers should wear nitrile gloves, safety goggles or a face shield, and a laboratory coat. Operations involving potential generation of dust or vapors should be performed in a well-ventilated fume hood. If fume hood ventilation is insufficient, an appropriate respirator rated for organic vapors and particulates should be used. Always consult the SDS for complete hazard and PPE information.

Can 5-Bromo-2,4-difluoroaniline undergo nucleophilic aromatic substitution at the fluorine positions?

Yes, aryl fluorides can undergo nucleophilic aromatic substitution (SNAr) when the ring is sufficiently electron-deficient. In 5-Bromo-2,4-difluoroaniline, the bromine substituent acts as a weak electron-withdrawing group; however, the amino group is strongly electron-donating, which can moderate SNAr reactivity depending on the relative positions of the substituents. Reaction conditions, choice of nucleophile, and solvent will all influence the selectivity and yield. Specific reaction optimization should be validated experimentally.

How do I verify the purity and identity of the received batch of B120577?

Request the batch-specific Certificate of Analysis (CoA) from Aladdin Scientific, which should include purity data (GC or HPLC), structural confirmation by NMR or MS, and other relevant physicochemical data. For critical applications, researchers may also perform in-house QC such as melting point determination, TLC, or spectroscopic analysis to independently verify the material before use.

References

1. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for aromatic amine reactivity and nucleophilic aromatic substitution.
2. Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry. Oxford University Press. General reference for halogenated aromatic compounds and cross-coupling reactions.
3. Aladdin Scientific Product Datasheet and Certificate of Analysis for 5-Bromo-2,4-difluoroaniline, SKU B120577. Aladdin Scientific.
4. Safety Data Sheet (SDS) for 5-Bromo-2,4-difluoroaniline, SKU B120577. Aladdin Scientific. Consult current version for up-to-date hazard information.

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